Modified lignin manufacturing method, modified lignin, and modified lignin-including resin composition material

Pending Publication Date: 2022-11-03
IDEMITSU KOSAN CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Benefits of technology

[0020]According to the present invention, a method for producing a modified lignin can be provided that can produce a modified lignin in a high yield from an inexpensive raw material, such as a second generation ethanol fermentation residue and a second generation ethanol saccharification residue, which are biomass residues. Furthermore, the modified lignin obtained has an enhanced reactivity with an existing plastic material, and can readily mixed and reacted with an existing resin, and therefore a modified lignin-containing resin composition material can be provided that is capable of providing a molded article having an enhanced properties, such as an enhanced flexural strength.

Problems solved by technology

However, lignin has two issues, i.e., a convenient and economically efficient isolation and purification method of lignin has not yet been established, and lignin is substantially not dissolved in a solvent, is poor in handleability due to the high softening point thereof, and is poor in reactivity with the existing plastic materials, and therefore substantially no application of lignin as a plastic material has been found out.
However, a black liquor contains a large amount of contaminants, such as inorganic salts, and thus has been applied to a material having low industrial value, such as a fuel.

Method used

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  • Modified lignin manufacturing method, modified lignin, and modified lignin-including resin composition material
  • Modified lignin manufacturing method, modified lignin, and modified lignin-including resin composition material

Examples

Experimental program
Comparison scheme
Effect test

example 1

(1) Reaction Process

[0139]29.5 parts by mass of a second generation ethanol saccharification residue (lignin content: 66% by mass) (29.5 g, 19.5 g of lignin), 180 parts by mass of phenol, and 1 part by mass of phosphoric acid were placed in a 1.0 L pressure tight vessel capable of performing agitation, and heated, and the agitation was started at the time when phenol was melted. The heating was continuously performed, and the content was heated to 200° C. for 4 hours.

(2) Purification Process

(2-1) Filtration

[0140]A 1.0 L hot pressure filtration device having set thereto No. 5C filter paper was fabricated and heated with warm water of 60 to 90° C. The total amount of the reaction liquid obtained in the reaction process was placed therein and filtered by pressurizing to 0.1 to 0.4 MPa with compressed air or nitrogen. The filtered solid was washed with phenol.

(2-2) Distillation

[0141]The filtrate obtained through the filtration was distilled by heating (100 to 130° C.) under reduced pres...

example 2

[0145]The same procedure as in Example 1 was performed except that 78 parts by mass of phenol was used, the acid catalyst was not used, and the reaction time was 2 hours, so as to provide a modified lignin 2 (amount of modified lignin: 17.7 g, yield: 91.4%).

example 3

[0146]The same procedure as in Example 2 was performed except that the reaction time was 4 hours, so as to provide a modified lignin 3 (amount of modified lignin: 18.9 g, yield: 97.2%).

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PUM

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Abstract

A method for producing a modified lignin, including reacting one or more kind of a second generation ethanol fermentation residue and a second generation ethanol saccharification residue, with a phenol compound, a modified lignin having a ratio ((2H+G) / S) of a total of twice of a relative existence ratio H (%) of an H-type skeleton and a relative existence ratio G (%) of a G-type skeleton with respect to a relative existence ratio S (%) of an S-type skeleton, obtained from integrated values measured by 31P-NMR, of 2.5 or more, and an existence ratio of an aliphatic hydroxy group obtained by the same method of less than 20%, and a modified lignin-containing resin composition material.

Description

CROSS-REFERENCE TO RELATED APPLICATIONS[0001]The present application is a continuation of U.S. patent application Ser. No. 16 / 636,600, filed on Feb. 4, 2020, which claims priority under 37 U.S.C. § 371 to International Patent Application No. PCT / JP2018 / 030113, filed on Aug. 10, 2018, which claims priority to and the benefit of Japanese Patent Application No. 2017-156187, filed on Aug. 10, 2017. The contents of these application are hereby incorporated by reference in their entireties.TECHNICAL FIELD[0002]The present invention relates to a method for producing a modified lignin, a modified lignin, and a modified lignin-containing resin composition material.BACKGROUND ART[0003]Applications of carbon-neutral plant-derived materials to plastic materials have been expected from the standpoint of the greenhouse gas mitigation. The plant-derived materials include cellulose, hemicellulose, lignin, and the like, which are derived mainly from sugars. Among these, lignin is expected to have us...

Claims

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Application Information

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IPC IPC(8): C08H7/00C08L97/00
CPCC08H6/00C08L97/005C07G1/00C08K5/07C08K5/13C08L97/00C08L101/00Y02E50/10
Inventor TASHIRO, HIRONORIKOYAMA, YOSHIHITO
Owner IDEMITSU KOSAN CO LTD
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