IP Library Granted Patent US 11,866,552
Granted Patent B2
US 11,866,552 · App. 16/946,623 · Granted Jan 9, 2024

Polyamide particles and methods of production and uses thereof

Inventors: Valerie M. Farrugia (Oakville, CA); Yulin Wang (Oakville, CA); Chu Yin Huang (Mississauga, CA); Carolyn Patricia Moorlag (Mississauga, CA)
Assignee: Xerox Corporation
C08G69/46B29B9/16C08J3/215C08L77/00B29B2009/163C08J2377/00
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Quick Facts
Patent No.
US 11,866,552
App. No.
16/946,623
Granted
Jan 9, 2024
Kind
B2
Abstract

A method for producing polyamide particles may include: mixing a mixture comprising a polyamide, a carrier fluid that is immiscible with the polyamide, and nanoparticles at a temperature greater than a melting point or softening temperature of the polyamide and at a shear rate sufficiently high to disperse the polyamide in the carrier fluid; cooling the mixture to below the melting point or softening temperature of the polyamide to form solidified particles comprising polyamide particles having a circularity of 0.90 or greater and that comprise the polyamide and the nanoparticles associated with an outer surface of the polyamide particles; and separating the solidified particles from the carrier fluid.

Claims (24)

1. A composition comprising:

particles comprising polyamide particles having a circularity of 0.90 or greater and that comprise a polyamide and nanoparticles associated with an outer surface of the polyamide particles, wherein the polyamide particles have a D10 of about 0.5 μm to about 125 μm, a D50 of about 1 μm to about 200 μm, and a D90 of about 70 μm to about 300 μm, wherein D10<D50<D90.

2. The composition of claim 1 , wherein at least some of the nanoparticles are embedded in the outer surface of the polyamide particles.

3. The composition of claim 1 , wherein the polyamide is present at 90 wt % to 99.5 wt % of the particles.

4. The composition of claim 1 , wherein at least some of the polyamide particles have a void therein comprising the nanoparticles at a void/polyamide interface.

5. The composition of claim 4 , wherein the nanoparticles are embedded in the void/polyamide interface.

6. The composition of claim 4 , wherein the void contains a carrier fluid having a viscosity at 25° C. of 1,000 cSt to 150,000 cSt.

7. The composition of claim 1 , wherein the polyamide particles further comprise elongated structures that comprise the polyamide with the nanoparticles associated with an outer surface of the elongated structures.

8. The composition of claim 1 , wherein the polyamide is selected from the group consisting of polycaproamide, poly(hexamethylene succinamide), polyhexamethylene adipamide, polypentamethylene adipamide, polyhexamethylene sebacamide, polyundecamide, polydodecamide, polyhexamethylene terephthalamide, nylon 10,10, nylon 10,12, nylon 10,14, nylon 10,18, nylon 6,18, nylon 6,12, nylon 6,14, nylon 12,12, a semi-aromatic polyamide, an aromatic polyamide, polyesteramide, polyetheresteramide, polycarbonate-esteramide, polyether-block-amide elastomers, any copolymer thereof, and any combination thereof.

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

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

11. The composition of claim 1 , wherein the nanoparticles comprise particles selected from the group consisting of oxide nanoparticles, carbon black, polymer nanoparticles, and any combination thereof.

12. A composition comprising:

particles comprising polyamide particles having a circularity of 0.90 or greater and that comprise a polyamide and nanoparticles embedded in an outer surface of the polyamide particles, wherein the nanoparticles form a coating that covers at least 50% of the outer surface of the polyamide particles, and the nanoparticles comprise oxide nanoparticles, polymer nanoparticles, or any combination thereof.

13. The composition of claim 12 , wherein at least some of the polyamide particles have a void therein comprising the nanoparticles at a void/polyamide interface, and wherein the void contains a carrier fluid having a viscosity at 25° C. of 1,000 cSt to 150,000 cSt.

14. A method comprising:

shearing a mixture comprising a polyamide, a carrier fluid that is immiscible with the polyamide, and nanoparticles at a temperature greater than a melting point or softening temperature of the polyamide and at a shear rate sufficiently high to disperse the polyamide in the carrier fluid;

cooling the mixture to below the melting point or softening temperature of the polyamide to form solidified particles comprising polyamide particles having a circularity of 0.90 or greater and that comprise the polyamide and the nanoparticles associated with an outer surface of the polyamide particles, wherein the polyamide particles have a D10 of about 0.5 μm to about 125 μm, a D50 of about 1 μm to about 200 μm, and a D90 of about 70 μm to about 300 μm, wherein D10<D50<D90; and

separating the solidified particles from the carrier fluid.

15. The method of claim 14 , wherein at least some of the nanoparticles are embedded in the outer surface of the polyamide particles.

16. The method of claim 14 , wherein the nanoparticles are present in the mixture at 0.01 wt % to 10 wt % by weight of the polyamide.

17. The method of claim 14 , wherein the temperature of shearing is about 1° C. to about 50° C. greater than the melting point or softening temperature of the polyamide.

18. The method of claim 14 , wherein the carrier fluid is selected from the group consisting of silicone oil, fluorinated silicone oils, perfluorinated silicone oils, polyethylene glycols, alkyl-terminal polyethylene glycol, paraffins, liquid petroleum jelly, vision oils, turtle oils, soya bean oils, perhydrosqualene, sweet almond oils, calophyllum oils, palm oils, parleam oils, grapeseed oils, sesame oils, maize oils, rapeseed oils, sunflower oils, cottonseed oils, apricot oils, castor oils, avocado oils, jojoba oils, olive oils, cereal germ oils, esters of lanolic acid, esters of oleic acid, esters of lauric acid, esters of stearic acid, fatty esters, higher fatty acids, fatty alcohols, polysiloxanes modified with fatty acids, polysiloxanes modified with fatty alcohols, polysiloxanes modified with polyoxy alkylenes, and any combination thereof.

19. The method of claim 14 , wherein cooling is at a rate of about 10° C./hour to about 100° C./second.

Assignments (5)
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 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 30, 2020
From: FARRUGIA, VALERIE M.; WANG, YULIN; HUANG, CHU YIN; MOORLAG, CAROLYN PATRICIA
To: XEROX CORPORATION
Reel/Frame 053083/0504 →
Continuity (2)
Provisional Application 62897522 · Sep 9, 2019
Related Publication 20210070936A1 · Mar 11, 2021
Cited By (1)
US 12,378,360