Method for producing polysaccharide derivative and lignin derivative

Patent metadata

Field	Value
Publication number	US-10323101-B2
Application number	US-201515521200-A
Country	US
Kind code	B2
Filing date	Oct 23, 2015
Priority date	Oct 27, 2014
Publication date	Jun 18, 2019
Grant date	Jun 18, 2019

Abstract

An object is to provide a method for producing a polysaccharide derivative without using a catalyst, a cocatalyst, or an active compound by esterification, etherification, or the like, from a polysaccharide such as cellulose as a source material, while maintaining a high molecular weight. Another object is to provide a method for producing a cellulose derivative in a separated condition directly from biomass containing lignocellulose. A method for producing a polysaccharide derivative of the present invention is characterized in that a reaction is carried out in a mixture comprising: a source material comprising a polysaccharide; an ionic liquid for which the pKa of a conjugate acid of an anion in DMSO is 12 to 19 and which is capable of producing a carbene; and a chain or cyclic ester compound or an epoxy compound. Preferably as a source material containing a polysaccharide, a biomass source material containing lignocellulose is used.

First claim

The invention claimed is:

1. A method for producing a cellulose derivative,
wherein a reaction is carried out without using a catalyst in a mixture comprising: a biomass source material comprising cellulose as lignocellulose; an ionic liquid in which a cation is represented by the following Formula (1):

wherein, R 1 and R 2 each independently is an alkyl group, an alkenyl group, an alkoxyalkyl group, or a substituted or unsubstituted phenyl group, and R 3 to R 5 each independently is hydrogen, an alkenyl group, an alkoxyalkyl group, or a substituted or unsubstituted phenyl group, for which the pKa of a conjugate acid of an anion in DMSO is 12 to 19 and which is capable of producing a carbene; and a chain or cyclic ester compound, and
wherein the chain or cyclic ester compound is a cyclic ester compound.

2. The method for producing a cellulose derivative according to claim 1 , wherein a cellulose derivative is produced in a condition separated from a lignin.

3. The method for producing a cellulose derivative according to claim 2 , wherein the cellulose derivative is produced, and also a lignin derivative is produced.

4. The method for producing a cellulose derivative according to claim 1 , wherein the ionic liquid is included in the mixture as a cosolvent system with an organic solvent.

5. The method for producing a cellulose derivative according to claim 1 , wherein the weight of the ionic liquid is two times or more of the weight of the cellulose.

6. The method for producing a cellulose derivative according to claim 1 , wherein 2 or more chain or cyclic ester compounds are included in the mixture.

7. The method for producing a cellulose derivative according to claim 1 , wherein an anion of the ionic liquid is a carboxylate anion.

8. The method for producing a cellulose derivative according to claim 1 , wherein the carbene is produced spontaneously.

9. The method for producing a cellulose derivative according to claim 1 , wherein the carbene is produced spontaneously by heating the ionic liquid.

10. A method for producing a lignin derivative,
wherein a reaction is carried out without using a catalyst in a mixture comprising: a source material comprising a lignin; an ionic liquid in which a cation is represented by the following Formula (1):

wherein, R 1 and R 2 each independently is an alkyl group, an alkenyl group, an alkoxyalkyl group, or a substituted or unsubstituted phenyl group, and R 3 to R 5 each independently is hydrogen, an alkenyl group, an alkoxyalkyl group, or a substituted or unsubstituted phenyl group, for which the pKa of a conjugate acid of an anion in DMSO is 12 to 19 and which is capable of producing a carbene; and a chain or cyclic ester compound, and
wherein the chain or cyclic ester compound is a cyclic ester compound.

11. The method for producing a lignin derivative according to claim 10 , wherein 2 or more chain or cyclic ester compounds are included in the mixture.

12. The method for producing a lignin derivative according to claim 10 , wherein an anion of the ionic liquid is a carboxylate anion.

13. The method for producing a lignin derivative according to claim 10 , wherein the carbene is produced spontaneously.

14. The method for producing a lignin derivative according to claim 10 , wherein the carbene is produced spontaneously by heating the ionic liquid.

Assignees

• Univ Nat Corp Kanazawa
• Kanazawa Institute Of Tech

Inventors

• KAKUCHI Ryohei
• Ninomiya Kazuaki
• Shibata Yoshiki
• Uzawa Kiyoshi
• OGOSHI Tomoki
• Maeda Katsuhiro
• Ikai Tomoyuki
• Takahashi Kenji

Classifications

• C08B3/18

  Aceto-butyrates · CPC title

• C08B3/00

  Preparation of cellulose esters of organic acids {(rendering cellulose suitable for esterification C08B1/02)} · CPC title

• Y02P20/542

  Cross-Sectional Technologies · mapped topic

• C08B3/06 Primary

  Cellulose acetate {, e.g. mono-acetate, di-acetate or tri-acetate} · CPC title

• C07G1/00

  Low-molecular-weight derivatives of lignin (high-molecular-weight derivatives of lignin {C08H6/00}) · CPC title