Biomass conversion

Patent metadata

Field	Value
Publication number	US-11098020-B2
Application number	US-201716304087-A
Country	US
Kind code	B2
Filing date	May 23, 2017
Priority date	May 23, 2016
Publication date	Aug 24, 2021
Grant date	Aug 24, 2021

Abstract

Processes and reactor systems for biomass conversion are described. A continuous process for the conversion of carbo-hydrate-containing feed material into furanic compounds comprises a reaction step comprising subjecting said feed material to reaction conditions in a reaction medium comprising two immiscible liquid phases, including a reactive phase and an extractive phase, and a Brønsted acid as catalyst, wherein the reaction medium comprises a solid component comprising at least a part of a carbohydrate-containing fraction of said feed material.

First claim

The invention claimed is:

1. A continuous process for the conversion of solid carbohydrate-containing feed material into furanic compounds, the process comprising a reaction step comprising subjecting said solid feed material in a reaction medium to reaction conditions for converting said solid carbohydrate-containing feed material into furanic compounds in said reaction medium, wherein said reaction medium comprises said solid carbohydrate-containing feed material, a Brønsted acid as homogenous acid catalyst, a reactive liquid phase and an extractive liquid phase, wherein said liquid phases are immiscible with each other,
wherein said reactor is a pulsed column reactor, and wherein the reaction medium has a reciprocating forward and backward flow during said reaction step.

2. A continuous process for the conversion of carbohydrate-containing feed material into furanic compounds, the process comprising a reaction step comprising subjecting said feed material to reaction conditions for said conversion in a reaction medium comprising a reactive liquid phase and an extractive liquid phase, wherein said liquid phases are immiscible with each other, and a Brønsted acid as catalyst,
wherein the reaction medium comprises a solid component comprising at least a part of a carbohydrate-containing fraction of said feed material, wherein said Brønsted acid catalyst is a homogenous acid catalyst, wherein said reactor is a pulsed column reactor, and wherein the reaction medium has a reciprocating forward and backward flow during said reaction step,
wherein said feed material comprises a polysaccharide, wherein said reaction conditions cause the opening of the solid component, hydrolysis of polysaccharides to yield monosaccharides, and dehydration of said monosaccharides in a single reaction medium, wherein the reaction conditions comprise a temperature of at least 150° C. and a pH of 2 or less, and the reaction conditions are applied to said polysaccharide in a reactor, wherein said at least two immiscible liquid phases have interfacial contact in said reactor and are in co-current flow or counter-current flow, and wherein particles comprising said polysaccharide are dispersed in at least one of said liquid phases of said reaction medium in said reactor and flow from an inlet towards an outlet of said reactor.

3. The process according to claim 2 , wherein the frequency of the oscillations of the flow between forward and backward flow is 0.1 to 1.0 Hz.

4. The process according to claim 3 , wherein the reactive phase is an aqueous phase and the extractive phase is an apolar organic phase, and wherein the volume ratio between the aqueous phase and the apolar organic phase is 4:1 to 1:4.

5. The process according to claim 2 , wherein the feed material is heterogeneous feed material.

6. The process according to claim 5 , wherein said feed material comprises one or more selected from the group consisting of
a sieve fraction from sewage treatment comprising cellulose fibres,
a fraction of spoiled absorbent sanitary articles comprising cellulose fibres, and
a fraction of manure comprising cellulose fibres, and wherein the reaction medium comprises cellulose fibres.

7. A continuous process for the conversion of carbohydrate-containing feed material into furanic compounds, the process comprising a reaction step comprising subjecting said feed material to reaction conditions for said conversion in a reaction medium comprising a reactive liquid phase and an extractive liquid phase, wherein said liquid phases are immiscible with each other, and a Brønsted acid as catalyst,
wherein the reaction medium comprises a solid component comprising at least a part of a carbohydrate-containing fraction of said feed material, wherein said Brønsted acid catalyst is a homogenous acid catalyst, wherein said reactor is a pulsed column reactor, and wherein the reaction medium has a reciprocating forward and backward flow during said reaction step, wherein said extractive phase is an organic phase comprising an alkoxyphenol.

8. A continuous process for the conversion of carbohydrate-containing feed material into furanic compounds, the process comprising a reaction step comprising subjecting said feed material to reaction conditions for said conversion in a reaction medium comprising a reactive liquid phase and an extractive liquid phase, wherein said liquid phases are immiscible with each other, and a Brønsted acid as catalyst,
wherein the reaction medium comprises a solid component comprising at least a part of a carbohydrate-containing fraction of said feed material, wherein said Brønsted acid catalyst is a homogenous acid catalyst, wherein said reactor is a pulsed column reactor, and wherein the reaction medium has a reciprocating forward and backward flow during said reaction step, wherein the amount of salts provided into the reactor other than originating from the feed material is maximized to an amount corresponding to less than 1.0 M added cations in total in said reactive phase.

9. The process according to claim 1 , wherein the process comprises, downstream of the reaction step wherein furanic compounds are formed, one or more downstream processing steps comprising a step wherein the formed furanic compounds are subjected to one or more chemical reactions.

10. The process according to claim 9 wherein said chemical reaction is selected from the group consisting of oxidation, reduction, hydrogenation, esterification, amidation, and a condensation reaction.

11. A continuous process for the conversion of carbohydrate-containing feed material into furanic compounds, the process comprising a reaction step comprising subjecting said feed material to reaction conditions for said conversion in a reaction medium comprising a reactive liquid phase and an extractive liquid phase, wherein said liquid phases are immiscible with each other, and a Brønsted acid as catalyst,
wherein the reaction medium comprises a solid component comprising at least a part of a carbohydrate-containing fraction of said feed material, wherein the process comprises, downstream of the reaction step wherein furanic compounds are formed, one or more downstream processing steps comprising a step wherein the formed furanic compounds are subjected to one or more chemical reactions, wherein said process comprises oxidation and esterification of 5-(hydroxymethyl)-2-furaldehyde and/or furfural into a dialkyl ester of 2,5-furandicarboxylic acid, and distillation of said ester, or wherein said process comprises reacting furfural and/or 5-(hydroxymethyl)-2-furaldehyde with a hydrazine and/or hydroxylamine downstream of said reaction step.

12. The process according to claim 11 , wherein said hydrazine and/or hydroxylamine is bound to a solid support, and wherein the process comprises removing said solid support from a liquid medium by solid/liquid separation together with furanic compounds bound to said solid support through a formed hydrazone and/or oxime link.

13. The process according to claim 12 , wherein:
said reactor is a pulsed column reactor and the reaction medium has a reciprocating forward and backward flow during said reaction step,
a liquid stream comprising the formed furanic compounds and at least part of the organic extractive liquid phase is supplied from an outlet of said pulsed column reactor to an inlet of a downstream processing unit,
at least the hydrazine and/or hydroxylamine are added into said liquid stream in said downstream processing unit, and
the flow of the liquid stream is converted into forward only flow between said pulsed column reactor and the inlet of said unit.

14. A continuous process f

Assignees

• TNO

Inventors

• Könst Paul Mathijs
• Urbanus Johan

Classifications

• B01D11/0492

  Applications, solvents used · CPC title

• C07D307/50 Primary

  Preparation from natural products · CPC title

• B01J19/1868

  resulting in a loop-type movement · CPC title

• B01J2219/00033

  Continuous processes · CPC title

• C07D307/38 Primary

  with substituted hydrocarbon radicals attached to ring carbon atoms · CPC title