IP Library Granted Patent US 9,683,313
Granted Patent B2
US 9,683,313 · App. 14/429,828 · Granted Jun 20, 2017

Method of making carbon fibers from lignin

Inventors: Ching-Feng Chang (Strongsville, OH); Bassam Alnasleh (Parma Heights, OH); Omer Gul (Olmsted Falls, OH); Robert E Miller (Southhaven, MS); Andrew Hausner (Parma Heights, OH); Orest L Adrianowycz (Broadview Heights, OH); Chong Chen (Broadview Heights, OH); Brian Paul Askey (Parma Heights, OH)
Assignee: GrafTech International Holdings Inc.
D01F9/17C07G1/00D01D5/06
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Quick Facts
Patent No.
US 9,683,313
App. No.
14/429,828
Granted
Jun 20, 2017
Kind
B2
Abstract

A method of making a carbon fiber includes heat treating a lignin precursor absent an active ingredient in an inert atmosphere to raise the glass transition temperature (Tg) of the precursor by at least five (5%) percent, forming a lignin precursor having an increased Tg (High Tg Lignin). The High Tg Lignin can be spun into a fiber. The fiber may then be stabilized to form a thermoset fiber. The time period for stabilizing the fiber is less than one hundred (100) hours.

Claims (24)

1. A method of making a carbon fiber comprising:

a. heat treating a lignin in an inert atmosphere at a sufficient temperature for a sufficient period of time to raise the glass transition temperature (Tg) of the lignin by at least twenty percent, thereby forming a lignin precursor having an increased Tg (High Tg Lignin);

b. spinning the High Tg Lignin into a fiber; and

c. stabilizing the fiber for a period of time of less than one hundred hours under sufficient conditions to thereby form a thermoset fiber.

2. The method of claim 1 wherein the period of time comprises less than fifty hours.

3. The method of claim 1 wherein the temperature of said heat treating comprises at least 100° C. to no more than 400° C.

4. The method of claim 3 wherein the temperature comprises at least 200° C.

5. The method of claim 1 further including reacting the High Tg Lignin with furfuryl alcohol in the presence of a Lewis acid or a Bronsted acid.

6. A method of making a lignin carbon fiber precursor comprising:

heat treating a lignin in an oxidizing atmosphere at a sufficient temperature for a sufficient period of time to raise the glass transition temperature (Tg) of the lignin by at least twenty percent but not above the combustion temperature of the lignin, thereby forming a lignin precursor having an increased Tg (High Tg Lignin).

7. A method of claim 6 wherein the temperature of said heat treating comprises at least 100° C. to no more than 400° C.

8. A method of claim 6 further including reacting the High Tg Lignin with furfuryl alcohol in the presence of a Lewis acid or a Bronsted acid.

9. A method of making a carbon fiber precursor comprising:

heat treating a lignin in an inert atmosphere at a sufficient temperature for a sufficient period of time to raise the glass transition temperature (Tg) of the lignin by at least twenty percent, thereby forming a lignin precursor having an increased Tg (High Tg Lignin).

10. The method of claim 6 further comprising spinning the High Tg Lignin into a fiber and stabilizing the fiber for a period of time of less than one hundred hours under sufficient conditions to thereby form a thermoset fiber.

11. The method of claim 9 the heating treating occurs at a temperature below 400° C.

12. The method of claim 9 further comprising reacting either the lignin or the High Tg Lignin with furfuryl alcohol in the presence of a Lewis Acid or a Bronsted Acid.

13. The method of claim 1 wherein a ramp rate of the stabilizing from room temperature to 100° C. comprises 3° C./minute.

14. The method of claim 1 wherein the Tg of the High Tg Lignin comprises more than 100° C.

15. The method of claim 10 wherein a ramp rate of the stabilizing from room temperature to 100° C. comprises 3° C./minute.

16. The method of claim 6 wherein the Tg of the High Tg Lignin comprises more than 100° C.

17. The method of claim 9 further comprising stabilizing a fiber derived from the lignin precursor, a ramp rate of the stabilizing from room temperature to 100° C. comprises 3° C./minute.

18. The method of claim 9 wherein the Tg of the High Tg Lignin comprises more than 100° C.

19. The method of claim 18 wherein a fiber derived from the lignin precursor comprises a thermoset fiber.

Assignments (10)
SECURITY INTEREST Recorded Dec 23, 2024
From: GRAFTECH INTERNATIONAL HOLDINGS INC.
To: GLAS AMERICAS LLC
Reel/Frame 069666/0444 →
TERMINATION AND RELEASE OF PATENT SECURITY AGREEMENT (REEL 064075 FRAME 0455) Recorded Dec 23, 2024
From: U.S. BANK TRUST COMPANY
To: GRAFTECH INTERNATIONAL HOLDINGS INC.
Reel/Frame 069762/0491 →
TERMINATION AND RELEASE OF PATENT SECURITY AGREEMENT (REEL 054724 FRAME 0588 AND 063798 FRAME 0928) Recorded Dec 23, 2024
From: U.S. BANK TRUST COMPANY
To: GRAFTECH INTERNATIONAL HOLDINGS INC.
Reel/Frame 069762/0518 →
SECURITY INTEREST Recorded Dec 23, 2024
From: GRAFTECH INTERNATIONAL HOLDINGS INC.
To: U.S. BANKS TRUST COMPANY, NATIONAL ASSOCIATION
Reel/Frame 072905/0497 →
SECURITY INTEREST Recorded Dec 23, 2024
From: GRAFTECH INTERNATIONAL HOLDINGS INC.
To: U.S. BANKS TRUST COMPANY, NATIONAL ASSOCIATION
Reel/Frame 072905/0832 →
SECURITY INTEREST Recorded Jun 27, 2023
From: GRAFTECH INTERNATIONAL HOLDINGS INC.
To: U.S. BANK TRUST COMPANY, NATIONAL ASSOCIATION, AS COLLATERAL AGENT
Reel/Frame 064075/0455 →
SECURITY INTEREST Recorded Dec 22, 2020
From: GRAFTECH INTERNATIONAL HOLDINGS INC.
To: U.S. BANK NATIONAL ASSOCIATION, AS AGENT
Reel/Frame 054724/0588 →
RELEASE OF SECURITY INTEREST Recorded Feb 12, 2018
From: JPMORGAN CHASE BANK, N.A., AS COLLATERAL AGENT
To: GRAFTECH INTERNATIONAL HOLDINGS INC.
Reel/Frame 045308/0567 →
SECURITY INTEREST Recorded Feb 12, 2018
From: GRAFTECH INTERNATIONAL HOLDINGS INC.
To: JPMORGAN CHASE BANK, N.A., AS COLLATERAL AGENT
Reel/Frame 045308/0591 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 4, 2017
From: CHANG, CHING-FENG; ALNASLEH, BASSAM; GUL, OMER; MILLER, ROBERT E; HAUSNER, ANDREW; ADRIANOWYCZ, OREST L; CHEN, CHONG; ASKEY, BRIAN PAUL
To: GRAFTECH INTERNATIONAL HOLDINGS, INC.
Reel/Frame 041849/0478 →
Continuity (2)
Provisional Application 61703348 · Sep 20, 2012
Related Publication 20150233023A1 · Aug 20, 2015