Fractionation and depolymerisation of lignocellulosic material

Patent metadata

Field	Value
Publication number	US-12129346-B2
Application number	US-201917255163-A
Country	US
Kind code	B2
Filing date	Jun 25, 2019
Priority date	Jun 25, 2018
Publication date	Oct 29, 2024
Grant date	Oct 29, 2024

Abstract

Biomass is processed in a close to equivolumetric mixture of an alcohol and water at elevated temperature, in the presence of a metal catalyst and hydrogen. During this one-pot fractionation process, the hot liquor disentangles the polymeric biomass and depolymerises lignin and hemicellulose, while the catalyst and reductive environment are essential to accumulate and target stable products at high yield (such as phenolics and polyols, respectively). The process is particularly industrially relevant because its overcomes difficult and complex separation protocols, at place in classic biorefinery technology; the process foresees simple product recuperation in one process step into the three fractions; the solid carbohydrate pulp (mainly cellulose) is retrieved upon filtration, while phase separation of n-butanol and water occurs below 125° C. The three resulting product streams provide a versatile platform for down-stream conversion towards added-value bio-based chemicals.

First claim

What is claimed is:

1. A process for producing polyols and phenolic compounds, the process comprising:
combining lignocellulose, a lignocellulosic material, or a feedstock comprising lignocellulose, with (a) a liquid medium comprising water and an alcohol not fully miscible with water below 100° C., (b) an active catalyst consisting of ruthenium on carbon, and (c) hydrogen gas at a partial pressure of 10 bar or higher at room temperature to form a reaction mixture; and
subjecting the reaction mixture to a temperature of at least 150° C. to form a product, wherein the product comprises:
a mixture of sugar-derived polyols and oligosaccharides; and
a mixture of phenolic compounds selected from monophenolic compounds, diphenolic compounds, and polyphenolic compounds, wherein the mixture of phenolic compounds comprises monophenolic compounds and at least 60% by mass of the monophenolic compounds have the general formula

 where R 1 is —H, —OH, or —OCH 3 .

2. The process of claim 1 , comprising:
(A) subjecting a feedstock medium to a temperature of at least 150° C., the feedstock medium comprising the lignocellulose, the lignocellulosic material, or the feedstock comprising lignocellulose in the liquid medium;
(B) subjecting a catalyst medium to a temperature of at least 150° C. under hydrogen atmosphere, the catalyst medium comprising the catalyst in water and alcohol; and
(C) supplying the feedstock medium to the catalyst medium.

3. The process of claim 1 , wherein the product further comprises a cellulose-enriched solid material.

4. The process of claim 3 , wherein the hydrogen gas is externally supplied and at a partial pressure of from 10 bar to 30 bar at room temperature.

5. The process of claim 1 , wherein the liquid medium is a biphasic mixture when below 100° C.

6. The process of claim 5 , wherein the alcohol in the liquid medium is selected from the group consisting of 1-butanol, 1-pentanol, 2-pentanol, 3-methylbutan-1-ol, 2-ethyl hexan-1-ol, and mixtures thereof.

7. The process of claim 5 , further comprising separating the phenolic compounds from the sugar-derived polyols and oligosaccharides by performing liquid-liquid extraction using the liquid medium.

8. The process of claim 1 , wherein the temperature is from 150° C. to 240° C.

9. The process of claim 1 , wherein the mixture is subjected to the temperature for a reaction time of from 0.05 hours to 12 hours.

10. The process of claim 1 , wherein the liquid medium has a ratio of alcohol to water of from 20:80 to 80:20 on a volumetric basis.

11. The process of claim 1 , wherein the catalyst is spatially separated from the lignocellulose, lignocellulosic material, or feedstock comprising lignocellulose.

12. The process of claim 1 , wherein the liquid medium further comprises a Lewis acid catalyst selected from the group consisting of AlCl 3 , ZnCl 2 , FeCl 3 , Ni(II)-triflate, Cu(II)-triflate, Al(III)-triflate, Yb(III)-triflate, Sc(III)-triflate, La(III)-triflate, Hf(IV)-triflate, and combinations thereof.

13. A process for producing polyols and phenolic compounds, the process comprising:
combining lignocellulose, a lignocellulosic material, or a feedstock comprising lignocellulose with (a) a liquid medium comprising water and an alcohol not fully miscible with water below 100° C., (b) an active catalyst consisting of ruthenium on carbon, and (c) hydrogen gas at a partial pressure of 10 bar or higher at room temperature to form a biphasic reaction mixture; and
subjecting the biphasic reaction mixture to a temperature of at least 150° C. to form a product, wherein the product comprises:
a mixture of sugar-derived polyols and oligosaccharides; and
a mixture of phenolic compounds selected from monophenolic compounds, diphenolic compounds, and polyphenolic compounds, wherein the mixture of phenolic compounds comprises monophenolic compounds and at least 60% by mass of the monophenolic compounds have the general formula

 where R 1 is —H, —OH, or —OCH 3 .

Assignees

• Univ Leuven Kath

Inventors

• Sels Bert
• Renders Tom
• Cooreman Elias
• Van Den Bosch Sander

Classifications

• C08J2397/02

  Lignocellulosic material, e.g. wood, straw or bagasse · CPC title

• C07C27/06

  by hydrogenation of oxides of carbon · CPC title

• B01J2219/00162

  controlling the pressure · CPC title

• B01J2219/00051

  Controlling the temperature · CPC title

• B01J19/0013

  Controlling the temperature of the process · CPC title