IP Library › Granted Patent US 8,445,562
Granted Patent B2
US 8,445,562 · App. 12/705,934 · Granted May 21, 2013

Derivatives of native lignin

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: Lignol Innovations Ltd.
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Quick Facts
Patent No.
US 8,445,562
App. No.
12/705,934
Granted
May 21, 2013
Kind
B2
Abstract

One aspect of the invention relates to lignin derivatives having an aliphatic hydroxyl content of 2.35 mmol/g lignin or less, and the preparation method thereof. The lignin derivatives have a desired antioxidant activity characterized by the normalized radical scavenging index (RSI). Another aspect of the invention relates to compositions comprising the lignin derivative. Another aspect of the invention relates to a use of the lignin derivatives comprising incorporating the lignin derivatives into polymer compositions.

Claims (27)

1. A lignin derivative wherein said lignin derivative has an aliphatic hydroxyl content of from 0.001 mmol/g to 2.35 mmol/g and a weight average molecular weight (M w ) of from about 500 g/mol to about 5000 g/mol, the lignin derivative having a normalized RSI of 15 or greater.

2. The lignin derivative according to claim 1 wherein the derivative has an aliphatic hydroxyl content of about 2.25 mmol/g or less.

3. The lignin derivative according to claim 1 wherein the derivative has an aliphatic hydroxyl content of about 1.75 mmol/g or less.

4. The lignin derivative according to claim 1 wherein the derivative has an aliphatic hydroxyl content of about 0.1 mmol/g or greater.

5. The lignin derivative according to claim 1 wherein the lignin is derived from hardwood biomass.

6. The lignin derivative according to claim 1 wherein the lignin is derived from softwood biomass.

7. The lignin derivative according to claim 1 wherein the lignin is derived from annual fibre biomass.

8. The lignin derivative according to claim 1 wherein the lignin is derived from biomass comprising Populus spp., Eucalyptus spp., Acacia spp., or combinations/hybrids thereof.

9. The lignin derivative according to claim 1 wherein the biomass comprises Populus tremuloides, Eucalyptus globulus, Acacia dealbata , or combinations/hybrids thereof.

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

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

12. The lignin derivative according to claim 1 wherein the lignin is derived from biomass comprising wheat straw, bagasse, corn cobs, or combinations/hybrids thereof.

13. The lignin derivative according to claim 1 wherein the derivative comprises alkoxy groups.

14. A use of the lignin derivative according to claim 1 as an antioxidant comprising incorporating the lignin derivative into a polymer composition.

15. The use of the lignin derivative according to claim 14 , wherein the polymer composition is a thermoplastic.

16. A use of the lignin derivative according to claim 1 , as an antioxidant comprising incorporating the lignin derivative into a nutritional supplement, nutraceutical, animal feed, and/or functional food.

17. A composition comprising the lignin derivative according to claim 1 and a polymer-forming component.

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

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

20. A method of producing the lignin derivative according to claim 1 , said method comprising:

a) pulping a fibrous biomass in a vessel with an organic solvent/water solvent solution to form a liquor, wherein:

i. the solution comprises about 30% or greater, by weight, of organic solvent; and

ii. the pH of the liquor is from about 1 to about 6;

b) heating the liquor to about 100° C. or greater;

c) maintaining the elevated temperature and pressure for 1 minute or longer;

d) separating the cellulosic pulps from the pulping liquor; and

e) recovering derivatives of native lignin.

Assignments (3)
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 Dec 16, 2015
From: LIGNOL INNOVATIONS LTD.
To: FIBRIA INNOVATIONS INC.
Reel/Frame 037312/0462 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 25, 2010
From: BALAKSHIN, MIKHAIL YUREVICH; BERLIN, ALEX; DELLICOLLI, HUMBERT THOMAS; GRUNERT, CHADRICK ADAM NATHANIEL JORDAN; MAXIMENKO GUTMAN, VERA; ORTIZ, DARWIN; PYE, EDWARD KENDALL
To: LIGNOL INNOVATIONS LTD.
Reel/Frame 024597/0692 →
Continuity (3)
Provisional Application 61182044 · May 28, 2009
Provisional Application 61233345 · Aug 12, 2009
Related Publication 20100305241A1 · Dec 2, 2010