Solvents for use in the treatment of lignin-containing materials

A technology of lignin and lignocellulose, applied in the field of new chemical species, can solve the problems of high cost, difficulty in continuous implementation and complex design

Inactive Publication Date: 2006-09-20
VIRIDIAN CHEM
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The equipment required to implement the method introduces higher cost into the method and is complex in design, making it difficult to carry out the method continuously

Method used

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  • Solvents for use in the treatment of lignin-containing materials
  • Solvents for use in the treatment of lignin-containing materials
  • Solvents for use in the treatment of lignin-containing materials

Examples

Experimental program
Comparison scheme
Effect test

Embodiment approach

[0045] According to one embodiment, the ionic liquid comprises:

[0046] - substituted or unsubstituted aryl organic acid anions; and

[0047] - Inorganic or organic cations forming ionic liquids.

[0048] anion

[0049] With regard to the anionic component, the term aryl refers to single, polynuclear, conjugated and / or fused residues of aromatic hydrocarbons or aromatic heterocyclic ring systems. Examples of aryl groups include phenyl, biphenyl, terphenyl, quaterphenyl, phenoxyphenyl, naphthyl, tetrahydronaphthyl, anthracenyl, dihydroanthracenyl, benzanthracenyl, dibenzo Anthracenyl, phenanthrenyl, fluorenyl, pyrenyl, indenyl, azulenyl, -yl, pyridyl, 4-phenylpyridyl, 3-phenylpyridyl, thienyl, furyl, pyrrolyl, pyrrolyl, furanyl , imidazolyl, pyrrolidinyl, pyridinyl, piperidino, indolyl, pyridazinyl, pyrazolyl, pyrazinyl, thiazolyl, pyrimidinyl, quinolinyl, isoquinolyl, benzofuryl , benzothienyl, purinyl, quinazolinyl, phenazinyl, acridinyl, benzoxazolyl, benzothiazolyl, et...

Embodiment 1

[0106] 1-Ethyl-3-methylimidazolium xylenesulfonate (ElmXS) was prepared by metathesis of sodium xylenesulfonate and 1-ethyl-3-methylimidazolium bromide.

[0107] EmImXS is a liquid salt that can be used to extract lignin from pulp at a temperature of about 150°C in a solvent mixture comprising water and a little residual sodium xylene sulfonate.

[0108] Process for producing EmImXS and for producing tetrabutylammonium xylenesulfonate (TBABXS) from tetrabutylammonium bromide and sodium xylenesulfonate, tetrabutylammonium benzoate from tetrabutylammonium bromide and sodium benzoate (TBABBz) in the same way.

[0109] The method includes the following steps. Add approximately equimolar amounts of 1-ethyl-3-methylimidazolium bromide or tetrabutylammonium bromide and sodium xylenesulfonate to a 2 L round bottom flask. Toluene (600ml, 5-6 times the mass of salt) and zeolite were added to the flask. The flask was fitted with a condenser and the slurry was heated at reflux overnigh...

Embodiment 2

[0111] Trihexyltetradecylphosphonium xylenesulfonate (P66614XS) was prepared using two different methods.

[0112] In the first method, an ion-exchange column was loaded with xylenesulfonate anion and a solution of trihexyltetradecylphosphonium chloride was passed several times until the eluent was free of chloride ions, which indicated complete progress. exchange. 1Hnmr (CDCl 3 )δ0.85-0.95 (m, 12H, CH 3 ), 1.20-1.35 (m, 48H, CH 2 ), 1.40-1.60 (m, 14H, P-CH 2 &Ar-CH 3 ), 6.90-7.30 & 7.60-7.90 (m, 3H, CH).

[0113] Electrospray mass spec: ES+483[P66614+] m / z. ES-185[XS-] m / z.

[0114] According to the second method, trihexyltetradecylphosphonium chloride (P66614 chloride; 1.1 mol) was refluxed overnight with 1 mol sodium xylenesulfonate (NaXS) in toluene. The product was filtered and the toluene was removed by rotary evaporation under vacuum to recover the ionic liquid. The ionic liquids were characterized by NMR / ES MS.

[0115] A hydrophobic ionic liquid based on thi...

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PUM

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Abstract

A method for the treatment of a lignin-containing material such as wood pulp, bagasse and other plant-derived materials, comprising contacting the lignin-containing material with an ionic liquid to extract the lignin therefrom. The ionic liquid is suitably a substituted or unsubstituted imidazolium, triazolium, pyrazolium, pyridinium, pyrrolidinium, piperidinium, ammonium, phosphonium or sulfonium salt of a substituted or unsubstituted aryl sulfonate, such as an ionic liquid salt of a xylene sulfonate.

Description

technical field [0001] The present invention relates to solvents for treating lignin-containing matter, including lignocellulosic matter. These substances include plant matter and plant matter derivatives. The invention also relates to a method for extracting useful products, including lignin and optionally other products, from lignin-containing substances, and to products obtained by such a method. The present invention also relates to novel chemical species found to be suitable for use in these methods. Background technique [0002] Lignin and lignocellulosic substances, these plant products are used by humans to produce many different high-value commodities. [0003] However, lignocellulosic residues produced in large quantities by agricultural cultivation such as sugar, wheat, rice and cereals are mostly considered to be of little value, and if not collected, they are usually plowed, burned or discarded. Several efforts have been made to extract useful substances from...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): D21C3/04D21C3/20
CPCD21C3/20
Inventor 乔纳森·阿普福尔道格拉斯·罗伯特·麦克法兰斯图尔特·亚历山大·福赛思
Owner VIRIDIAN CHEM
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