IP Library Granted Patent US 11,225,554
Granted Patent B2
US 11,225,554 · App. 16/820,026 · Granted Jan 18, 2022

Synthetically modified thermoplastic polymer composites having cellulose nanomaterials

Inventors: Blake Teipel (Pflugerville, TX); Elisa Teipel (Pflugerville, TX); Matt Kirby (San Antonio, TX); Ryan Vano (Pflugerville, TX); Mustafa Akbulut (College Station, TX)
Assignee: Essentium, Inc.
C08J3/126B82Y30/00C08F120/08C08L1/02C08L33/00C09D123/26C08F2500/24C08J2300/22C08L2205/16C08L2205/18C08L2207/53
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Quick Facts
Patent No.
US 11,225,554
App. No.
16/820,026
Granted
Jan 18, 2022
Kind
B2
Abstract

A method of manufacturing a polymer coated cellulose nanocrystal composite material begins with an aqueous cellulose nanocrystal (CNC) suspension mixture. The aqueous CNC suspension mixture is dried to remove the liquid solvent from the aqueous CNC suspension mixture to form a dry CNC powder. Diethylenetriamine (DETA) is combined with melted Maleated-anhydride Polypropylene (MAPP) to form a DETA-functionalized MAPP (MA) mixture. The MA mixture is cooled and pelletized to form MA pellets. The MA pellets, the dry CNC powder, and a neat polypropylene (PP) are combined to form a CNC-PP mixture. The CNC-PP mixture is compounded by melting, subsequently cooled and pelletized to form CNC-PP pellets.

Claims (27)

1. A polymer coated cellulose nanocrystal, the polymer coated

cellulose nanocrystal includes:

a cellulose nanocrystal (CNC) having a negative charge on a surface of the CNC, and wherein the CNC is crystalline; and

an amine-functionalized maleated-anhydride polypropylene disposed on the surface of the cellulose nanocrystal, wherein the amine includes NH 2 groups and is selected from one of the following: triethylenetetramine and diethylenetriamine, the maleated-anhydride include maleic-acid (MAH), and the amine and maleated-anhydride polypropylene are combined at a weight percent ratio of MAH:NH 2 of between 2:1 to 1:3.

2. The polymer coated cellulose nanocrystal of claim 1 , wherein a weight percent ratio of cellulose nanocrystal:amine-functionalized maleated-anhydride polypropylene is from about 1:2 to about 1:19.

3. The polymer coated cellulose nanocrystal of claim 1 , and wherein a weight percent ratio of cellulose nanocrystal:amine-functionalized maleated-anhydride polypropylene is from about 1:5 to about 1:10.

4. The polymer coated cellulose nanocrystal of claim 1 , wherein the cellulose nanocrystal exhibits a width in the range of 3 nm to 5 nm and a length in the range of 100 nm to 300 nm.

5. The polymer coated cellulose nanocrystal of claim 1 , wherein the cellulose nanocrystal includes residual sulfate esters.

6. The polymer coated cellulose nanocrystal of claim 1 , wherein the amine is diethylenetriamine.

7. The polymer coated cellulose nanocrystal of claim 1 , wherein the amine is triethylenetetramine.

8. The polymer coated cellulose nanocrystal of claim 1 , wherein the amine and maleated-anhydride polypropylene are combined at a weight percent ratio of MAH:NH 2 of 1:3.

9. The polymer coated cellulose nanocrystal of claim 1 , wherein the cellulose nanocrystal including the amine-functionalized maleated-anhydride (MAH) polypropylene disposed on the surface of the cellulose nanocrystal is in the form of a pellet.

10. The polymer coated cellulose nanocrystal of claim 1 , wherein the cellulose nanocrystal has a density of 1.6 g/cm 3 .

11. The polymer coated cellulose nanocrystal of claim 1 , and wherein the cellulose nanocrystal is thermally stable in a nitrogen environment up to 250° C.

12. The polymer coated cellulose nanocrystal of claim 1 , wherein the cellulose nanocrystal is thermally stable in an atmospheric environment up to 230° C.

13. The polymer coated cellulose nanocrystal of claim 1 , wherein the cellulose nanocrystal has a negative surface charge of −45±1.8 mV.

14. A polymer coated cellulose nanocrystal, the polymer coated cellulose nanocrystal includes:

a cellulose nanocrystal (CNC) having a negative charge on a surface of the CNC, and wherein the CNC is crystalline and has a density of 1.6 g/cm 3 ; and

an amine-functionalized maleated-anhydride polypropylene disposed on the surface of the cellulose nanocrystal, wherein the amine includes NH 2 groups, the maleated-anhydride include maleic-acid (MAH), and the amine and maleated-anhydride polypropylene are combined at a weight percent ratio of MAH:NH 2 of between 2:1 to 1:3.

15. The polymer coated cellulose nanocrystal of claim 14 , wherein a weight percent ratio of cellulose nanocrystal:amine-functionalized maleated-anhydride polypropylene is from about 1:2 to about 1:19.

16. The polymer coated cellulose nanocrystal of claim 14 , wherein the cellulose nanocrystal exhibits a width in the range of 3 nm to 5 nm and a length in the range of 100 nm to 300 nm.

17. The polymer coated cellulose nanocrystal of claim 14 , wherein the cellulose nanocrystal includes residual sulfate esters.

18. The polymer coated cellulose nanocrystal of claim 14 , wherein the amine is diethylenetriamine.

19. The polymer coated cellulose nanocrystal of claim 14 , wherein the amine is triethylenetetramine.

20. A polymer coated cellulose nanocrystal, the polymer coated cellulose nanocrystal includes:

a cellulose nanocrystal (CNC) has a negative surface charge of −45±1.8 mV, and wherein the CNC is crystalline; and

an amine-functionalized maleated-anhydride polypropylene disposed on the surface of the cellulose nanocrystal, wherein the amine includes NH 2 groups, the maleated-anhydride include maleic-acid (MAH), and the amine and maleated-anhydride polypropylene are combined at a weight percent ratio of MAH:NH 2 of between 2:1 to 1:3.

Assignments (12)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 17, 2025
From: NEXA3D INC.; NXT FACTORY, INC.
To: STRATASYS, INC.
Reel/Frame 071657/0111 →
RELEASE OF SECURITY INTEREST Recorded Jun 10, 2025
From: U.S. BANK TRUST COMPANY
To: NEXA3D INC.; NXT FACTORY INC.; NEXA3D APS
Reel/Frame 071534/0581 →
SECURITY INTEREST Recorded Nov 15, 2024
From: NEXA3D INC.; NXT FACTORY INC.; NEXA3D APS
To: U.S. BANK TRUST COMPANY
Reel/Frame 069381/0694 →
RELEASE OF SECURITY INTEREST Recorded Jan 17, 2024
From: U.S. BANK TRUST COMPANY, NATIONAL ASSOCIATION
To: ESSENTIUM, INC.; ESSENTIUM IPHOLDCO, LLC; ESSENTIUM IPCO, LLC
Reel/Frame 066339/0087 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 17, 2024
From: ESSENTIUM IPCO, LLC.
To: NEXA3D INC.
Reel/Frame 066339/0185 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 16, 2022
From: ESSENTIUM, INC.
To: ESSENTIUM IPCO, LLC
Reel/Frame 061950/0803 →
RELEASE OF SECURITY INTEREST Recorded Jul 18, 2022
From: SILICON VALLEY BANK
To: ESSENTIUM, INC.
Reel/Frame 060682/0613 →
SECURITY INTEREST Recorded Jun 27, 2022
From: ESSENTIUM, INC.; ESSENTIUM IPHOLDCO, LLC; ESSENTIUM IPCO, LLC
To: U.S. BANK TRUST COMPANY, NATIONAL ASSOCIATION, AS THE COLLATERAL AGENT
Reel/Frame 060445/0808 →
SECURITY INTEREST Recorded Sep 20, 2021
From: ESSENTIUM, INC.
To: QSHGP, INC.
Reel/Frame 057545/0005 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 30, 2021
From: KIRBY, MATT
To: ESSENTIUM, INC.
Reel/Frame 057029/0644 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 22, 2021
From: TEIPEL, BLAKE; TEIPEL, ELISA; AKBULUT, MUSTAFA; VANO, RYAN
To: ESSENTIUM, INC.
Reel/Frame 055666/0582 →
SECURITY INTEREST Recorded Oct 27, 2020
From: ESSENTIUM, INC.
To: SILICON VALLEY BANK
Reel/Frame 054198/0663 →
Continuity (3)
Division 15739369
Provisional Application 62186417 · Jun 30, 2015
Related Publication 20200262986A1 · Aug 20, 2020