Methods for preparing thermally stable lignin fractions

• US 9,988,412 B2
• Filed: 05/12/2017
• Issued: 06/05/2018
• Est. Priority Date: 05/03/2013
• Status: Active Grant

• Current Assignee: Virdia Ltd
• Original Assignee: Virdia, Inc. (Stora Enso Oyj)
• Inventors: Jansen, Robert, Lawson, James Alan, Lapidot, Noa, Hallac, Bassem, Rotem, Perry
• Primary Examiner(s): McAvoy, Ellen
• Assistant Examiner(s): GRAHAM, CHANTEL LORAN
• Application Number:
  US15/593,752
• Publication Number:
  US 20180079766A1
• Time in Patent Office: 389 Days
• CPC Class Codes: C07G 1/00 Lignin; Lignin derivatives
• CPC Class Codes: D21C 11/0007 Recovery of by-products, i.e. compounds other than those necessary for pulping, for multiple uses or not otherwise provided for volatile compounds obtained by decomposition of spent liquors in order to regenerate them D21C11/125; compounds obtained by fractionating the liquors in order to regenerate them D21C11/0042
• CPC Class Codes: D21C 3/20 with organic solvents or in solvent environment

Abstract

The present invention relates to fractions of high purity lignin which are thermally stable, and to methods of producing said fractions from lignocellulosic material.

Claims

1. A method comprising:

(i) providing a lignin composition characterized by a consistent glass transition temperature (Tg) as determined by two consecutive differential scanning calorimetry (DSC) runs of the same lignin portion according to DIN 53765-1994, wherein a first Tg is measured during a first DSC run, a second Tg is measured during a second DSC run, and the difference between the first Tg and the second Tg is less than 10°

C., and

(ii) converting at least a portion of lignin in the composition to a conversion product.

2. The method of claim 1, wherein the converting comprises treating the lignin composition with hydrogen or a hydrogen donor.

3. The method of claim 1, wherein the conversion product is selected from the group consisting of bio-oil, carboxylic and fatty acids, dicarboxylic acids, hydroxyl-carboxylic, hydroxyl di-carboxylic acids and hydroxyl-fatty acids, methylglyoxal, mono-, di- or poly-alcohols, alkanes, alkenes, aromatics, aldehydes, ketones, esters, phenols, benzene, toluenes, and xylenes.

4. The method of claim 1, wherein the conversion product is selected from the group consisting of dispersants, emulsifiers, complexants, flocculants, agglomerants, pelletizing additives, resins, carbon fibers, active carbon, antioxidants, liquid fuel, aromatic chemicals, vanillin, adhesives, binders, absorbents, toxin binders, foams, coatings, films, rubbers and elastomers, sequestrants, fuels, and expanders.

5. The method of claim 1, wherein the conversion product comprises a fuel or a fuel ingredient.

6. The method of claim 1, wherein the second Tg is above 160°

C.

7. The method of claim 6, wherein the conversion product is a carbon fiber.

8. The method of claim 6, wherein the converting comprises carbon fiber production.

9. The method of claim 1, wherein the second Tg is below 100°

C.

10. The method of claim 9, wherein the conversion product is selected from the group consisting of bio-oil, carboxylic and fatty acids, dicarboxylic acids, hydroxyl-carboxylic, hydroxyl di-carboxylic acids and hydroxyl-fatty acids, methylglyoxal, mono-, di- or poly-alcohols, alkanes, alkenes, aromatics, aldehydes, ketones, esters, phenols, benzene, toluenes, and xylenes.

11. The method of claim 9, wherein the converting comprises cracking lignin to small aromatic molecules.

12. The method of claim 1, wherein the lignin composition comprises:

ash in an amount less than 0.5%;

sulfur in an amount less than 700 ppm; and

soluble carbohydrates in an amount less than 0.5%.

13. A composition comprising:

lignin, wherein the lignin is characterized by a consistent glass transition temperature (Tg) as determined by two consecutive differential scanning calorimetry (DSC) runs of the same lignin portion according to DIN 53765-1994, wherein a first Tg is measured during a first DSC run, a second Tg is measured during a second DSC run, and the difference between the first Tg and the second Tg is less than 10°

C.; and

a second ingredient.

14. The composition of claim 13, comprising up to 98% wt/wt of the lignin.

15. The composition of claim 14, comprising between 5% and 75% wt/wt of the lignin.

16. The composition of claim 13, wherein the composition is a polymer, a precursor to a commodity chemical, a commodity chemical, or a consumer good.

17. The composition of claim 13, wherein the composition is selected from the group consisting of a fuel additive, a carbon fiber, a material for carbon fiber production, asphalt, a component of a biopolymer, an oil well drilling additive, a concrete additive, a dyestuff dispersant, an agricultural chemical, animal feed, an industrial binder, a specialty polymer for paper industry, a precious metal recovery aid, a material for wood preservation, a sulfur-free lignin product, an automotive brake, a wood panel product, a bio-dispersant, a polyurethane foam, an epoxy resin, a printed circuit board, an emulsifier, a sequestrant, a water treatment formulation, a strength additive for wallboard, an adhesive, and a material for the production of vanillin, xylitol, paracoumaryl alcohol, coniferyl alcohol, sinapyl alcohol, benzene, xylenes, or toluene.

18. The composition of claim 13, wherein the second Tg is above 160°

C.

19. The composition of claim 18, wherein the composition is a carbon fiber.

20. The composition of claim 13, wherein the second Tg is below 100°

C.