Method of producing hydroxycinnamic acids

Patent metadata

Field	Value
Publication number	US-10519093-B2
Application number	US-201716090132-A
Country	US
Kind code	B2
Filing date	Mar 28, 2017
Priority date	Mar 29, 2016
Publication date	Dec 31, 2019
Grant date	Dec 31, 2019

Abstract

A method efficiently produces hydroxycinnamic acids having a high quality, from a cellulose-containing biomass. More specifically, the method includes the steps of: obtaining an alkaline filtrate by allowing an alkaline aqueous medium to pass through a cellulose-containing biomass; obtaining a hydroxycinnamic acid extraction liquid by allowing the alkaline filtrate to repeatedly pass through the cellulose-containing biomass; and separating the hydroxycinnamic acid from the hydroxycinnamic acid extraction liquid.

First claim

The invention claimed is:

1. A method of producing hydroxycinnamic acids, the method comprising the steps of:
obtaining an alkaline filtrate by allowing an alkaline aqueous medium to pass through a cellulose-containing biomass; and
obtaining a hydroxycinnamic acid extraction liquid by allowing the alkaline filtrate to repeatedly pass through the cellulose-containing biomass.

2. The method of producing hydroxycinnamic acids according to claim 1 , further comprising the step of separating the hydroxycinnamic acids from the hydroxycinnamic acid extraction liquid, by at least one method selected from an evaporative concentration method and a recrystallization method.

3. The method of producing hydroxycinnamic acids according to claim 2 , wherein the evaporative concentration method is carried out using a plate-type concentrator.

4. The method of producing hydroxycinnamic acids according to claim 1 , wherein the hydroxycinnamic acids are hydroxycinnamic acid, hydroxybenzoic acid or methoxy group-substituted products of these compounds.

5. The method of producing hydroxycinnamic acids according to claim 1 , wherein the hydroxycinnamic acids are at least one of coumaric acid, ferulic acid and vanillin.

6. The method of producing hydroxycinnamic acids according to claim 1 , wherein the step of obtaining the alkaline filtrate comprises supplying the cellulose-containing biomass and the alkaline aqueous medium to a filtration apparatus, and allowing the alkaline aqueous medium to pass through the cellulose-containing biomass using the filtration apparatus.

7. The method of producing hydroxycinnamic acids according to claim 1 , wherein the alkaline aqueous medium or the alkaline filtrate is allowed to pass through the cellulose-containing biomass by self-weight filtration in the direction of gravity.

8. The method of producing hydroxycinnamic acids according to claim 1 , wherein the alkaline aqueous medium and the alkaline filtrate are maintained substantially at the same temperature.

9. The method of producing a hydroxycinnamic acids according to claim 1 , wherein at least one of the alkaline aqueous medium and the alkaline filtrate has a temperature of 80° C. or higher and 100° C. or lower.

10. The method of producing hydroxycinnamic acids according to claim 1 , wherein the alkaline filtrate comprises acetic acid or a salt thereof.

11. The method of producing hydroxycinnamic acids according to claim 1 , wherein the cellulose-containing biomass has been sifted through a sieve with an aperture of 30 mm or more.

12. The method of producing hydroxycinnamic acids according to claim 1 , wherein the cellulose-containing biomass has been subjected to a dry grinding treatment.

13. The method of producing hydroxycinnamic acids according to claim 1 , wherein the cellulose-containing biomass is an herbaceous biomass.

14. The method of producing hydroxycinnamic acids according to claim 1 , wherein the alkaline aqueous medium and the alkaline filtrate comprise at least one hydroxide selected from sodium hydroxide and potassium hydroxide.

15. The method of producing hydroxycinnamic acids according to claim 1 , wherein a period of time during which the alkaline filtrate is repeatedly passed through the cellulose-containing biomass is 30 minutes or more and three hours or less.

16. The method of producing hydroxycinnamic acids according to claim 1 , wherein the alkaline filtrate has a pH of 10 or more and 12 or less.

Assignees

• Toray Industries

Inventors

• Minamino Atsushi
• Funada Shigeyuki
• Kurihara Hiroyuki
• Asahi Yuka
• Kasahara Takuya
• Yamada Katsushige

Classifications

• C07C59/64

  containing six-membered aromatic rings · CPC title

• C07C59/52

  a hydroxy or O-metal group being bound to a carbon atom of a six-membered aromatic ring · CPC title

• C07C47/58

  Vanillin · CPC title

• C07C51/47 Primary

  by solid-liquid treatment; by chemisorption · CPC title

• C07C45/79

  by solid-liquid treatment; by chemisorption · CPC title