IP Library › Granted Patent US 9,150,729
Granted Patent B2
US 9,150,729 · App. 14/188,495 · Granted Oct 6, 2015

Derivatives of native lignin from softwood feedstocks

Inventors: Mikhail Yurevich Balakshin (North Vancouver, CA); Alex Berlin (Burnaby, CA); Humbert Thomas Dellicolli (Hanahan, SC); Chadrick Adam Nathaniel Jordan Grunert (Vancouver, CA); Vera Maximenko Gutman (Burnaby, CA); Darwin Ortiz (Delta, CA); Edward Kendall Pye (Media, PA)
Assignee: FIBRIA INNOVATIONS INC.
C08L97/005A23K1/12A23L1/3002A61K36/15A61K36/48A61K36/54A61K36/76C07G1/00C08H6/00C08J3/00C08K5/13C08L23/02C09K15/06C08J2397/00
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Quick Facts
Patent No.
US 9,150,729
App. No.
14/188,495
Granted
Oct 6, 2015
Kind
B2
Abstract

The present invention relates to softwood lignin derivatives having an aliphatic hydroxyl content of from about 2.5 mmol/g to about 7 mmol/g lignin, and the preparation method thereof. The lignin derivatives have a desired antioxidant activity characterized by radical scavenging index (RSI). Another aspect of the invention relates to compositions comprising the softwood lignin derivative. Another aspect of the invention relates to a use of the softwood lignin derivatives comprising incorporating the softwood lignin derivatives into polymer compositions.

Claims (25)

1. A softwood lignin derivative recovered from a pulping process of a lignocellulosic biomass, said softwood lignin derivative having an aliphatic hydroxyl content of from about 2.5 mmol/g to about 7 mmol/g, a weight average molecular weight of from about 500 g/mol to about 5000 g/mol, a phenolic hydroxyl content of from about 2 mmol/g to about 8 mmol/g, and a normalized RSI of 10 or greater.

2. The lignin derivative according to claim 1 , wherein the pulping process is selected from the group consisting of: steam explosion, dilute acid hydrolysis, ammonia fiber expansion, autohydrolysis, kraft and modifications thereof, soda pulping and modifications thereof, sulphite pulping, and organosolv processes.

3. The lignin derivative according to claim 1 , wherein the pulping process is a sulphite process, a kraft process or modifications thereof.

4. The lignin derivative according to claim 1 , wherein the wherein the lignin derivative has a polydispersity of from about 1 to about 5.

5. The lignin derivative according to claim 1 , wherein the derivative has an aliphatic hydroxyl content of from about 2.75 mmol/g to about 5 mmol/g.

6. The lignin derivative according to claim 1 , wherein the lignin is derived from biomass comprising pine, spruce, or combinations/hybrids thereof.

7. The lignin derivative according to claim 1 , wherein the lignin is derived from biomass comprising Pinus radiata, Pinus taeda , spruce, or combinations/hybrids thereof.

8. The lignin derivative according to claim 1 , having a normalized RSI of about 15 or greater.

9. A composition comprising the lignin derivative of claim 1 and a polymer-forming component.

10. A thermoplastic composition comprising the lignin derivative according to claim 1 .

11. A polyolefin composition comprising the lignin derivative according to claim 1 .

12. A method of producing a softwood lignin derivative, said method comprising:

pulping a fibrous biomass;

heating the biomass;

maintaining the elevated temperature for 1 minute or longer;

separating the cellulosic pulp to form a lignin rich material; and

recovering derivatives of native lignin wherein the derivatives have an aliphatic hydroxyl content of from 2.5 mmol/g to about 7 mmol/g, phenolic hydroxyl content of from about 2 mmol/g to about 8 mmol/g, and a normalized RSI of 10 or greater;

wherein the pulping is a sulphite process.

13. The method according to claim 12 , wherein the derivative has an aliphatic hydroxyl content of from about 2.75 mmol/g to about 5 mmol/g.

14. The method according to claim 12 , wherein the fibrous biomass comprises pine, spruce, or combinations/hybrids thereof.

15. The method according to claim 12 , wherein the fibrous biomass comprises Pinus radiata, Pinus taeda , spruce, or combinations/hybrids thereof.

16. The method according to claim 12 , wherein the lignin derivative has a polydispersity of from about 1 to about 5.

17. The method according to claim 12 , wherein the derivative has an alkoxy content of 0.1 mmol/g or greater.

18. The method according to claim 1 , wherein the derivative has a normalized RSI of 15 or greater.

19. The method according to claim 1 , wherein the derivative has a normalized RSI of 40 or less.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 28, 2019
From: FIBRIA INNOVATIONS INC.
To: SUZANO CANADA INC.
Reel/Frame 051135/0966 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 20, 2015
From: LIGNOL INNOVATIONS LTD.
To: FIBRIA INNOVATIONS INC.
Reel/Frame 035684/0476 →
Continuity (5)
Continuation 13829608 · Mar 14, 2013
Division 12705938 · Feb 15, 2010
Provisional Application 61233345 · Aug 12, 2009
Provisional Application 61182044 · May 28, 2009
Related Publication 20140206799A1 · Jul 24, 2014