# US 2017/0283448 A1 · Method for manufacturing lignin degradation product

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- Number: US 2017/0283448 A1
- Document ID: US20170283448A1
- Status: Published application
- Kind: A1
- Application number: 15/484,010
- Filed: 2017-04-10
- Published: 2017-10-05
- Earliest claimed: 2013-03-15
- Assignees: Idemitsu Kosan Co., Ltd.; National University Corporation Hokkaido University
- Applicants: Idemitsu Kosan Co., Ltd.; National University Corporation Hokkaido University
- Inventors: Satoshi KAJITANI; Naonori RYUMON; Yoshihito KOYAMA; Takao MASUDA; Teruoki TAGO
- Web page: https://patentgrep.com/patent/US20170283448A1

## CPC

- C08H 6/00: {Macromolecular compounds derived from lignin, e.g. tannins, humic acids}
- B09B 3/70: Chemical treatment, e.g. pH adjustment or oxidation (involving an extraction step B09B3/80)
- B09B 3/80: involving an extraction step
- C07D 307/46: Doubly bound oxygen atoms, or two oxygen atoms singly bound to the same carbon atom
- C07D 307/50: Preparation from natural products
- C07G 1/00: Low-molecular-weight derivatives of lignin (high-molecular-weight derivatives of lignin {C08H6/00})
- C08H 8/00: Macromolecular compounds derived from lignocellulosic materials {(pretreatment thereof B27N)}
- Y02E 50/10: Biofuels, e.g. bio-diesel
- C08H: DERIVATIVES OF NATURAL MACROMOLECULAR COMPOUNDS (polysaccharides C08B; natural rubber C08C; natural resins or their derivatives C09F; bituminous materials C10)
- B09B: DISPOSAL OF SOLID WASTE NOT OTHERWISE PROVIDED FOR
- C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08)
- C07G: COMPOUNDS OF UNKNOWN CONSTITUTION (sulfonated fats, oils or waxes of undetermined constitution C07C309/62)
- Y02E: REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION

## Abstract

Provided is a method for producing a lignin degradation product that includes (1) a degradation step of degrading a raw material containing a plant biomass, in a mixed solvent of water and an aliphatic alcohol having from 4 to 10 carbon atoms, which separates into two phases at 0° C. or higher and 50° C. or lower, under the following conditions, and (2) after the degradation step, a liquid-liquid separation step of separating the lignin degradation product-containing organic phase from the solvent that has separated at the temperature for two-phase separation. The method produces a lignin degradation product at a high yield from lignin or a material containing lignin. Condition A: The concentration of the raw material to be in the mixed solvent is 1% by mass or more and 20% by mass or less. Condition B: The reaction temperature is 100° C. or higher and 350° C. or lower. Condition C: The reaction time is 0.1 hours or more and 10 hours or less.

## Claims

### Claim 1

A method for producing a lignin degradation product, comprising:
(1) a degradation step of degrading a raw material containing a plant biomass, in a mixed solvent of water and an aliphatic alcohol having from 4 to 10 carbon atoms, which separates into two phases at 0° C. or higher and 50° C. or lower, under the following conditions;
Condition A: the concentration of the raw material to be in the mixed solvent is 1% by mass or more and 20% by mass or less,
Condition B: the reaction temperature is 100° C. or higher and 350° C. or lower, and
Condition C: the reaction time is 0.1 hours or more and 10 hours or less; and
(2) after the degradation step, a liquid-liquid separation step of separating the lignin degradation product-containing organic phase from the solvent that has separated at the temperature for two-phase separation.

### Claim 2 (depends on 1)

The method for producing a lignin degradation product according to claim 1, wherein the concentration of the raw material to be in the solvent under the condition A is 5% by mass or more and 20% by mass or less.

### Claim 3 (depends on 1)

The method for producing a lignin degradation product according to claim 1, wherein the reaction temperature in the condition B is 150° C. or higher and 300° C. or lower.

### Claim 4 (depends on 1)

The method for producing a lignin degradation product according to claim 1, wherein the reaction time in the condition C is 1 hour or more and 5 hours or less.

### Claim 5 (depends on 1)

The method for producing a lignin degradation product according to claim 1, wherein the aliphatic alcohol is at least one selected from 1-butanol, 1-pentanol and 1-hexanol.