# US 8,772,539 B2 · Method for synthesizing unsaturated carboxylic acid and/or derivative of same

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- Number: US 8,772,539 B2
- Document ID: US8772539B2
- Status: Granted
- Kind: B2
- Application number: 13/503,780
- Filed: 2010-10-25
- Published: 2012-11-01
- Granted: 2014-07-08
- Earliest claimed: 2009-10-29
- Assignees: Kabushiki Kaisha Sangi; Kochi University
- Applicants: Ayumu Onda; Yumiko Matsuura; Kazumichi Yanagisawa
- Inventors: Ayumu Onda; Yumiko Matsuura; Kazumichi Yanagisawa
- Web page: https://patentgrep.com/patent/US8772539B2

## CPC

- C07C 51/347: by reactions not involving formation of carboxyl groups
- B01J 21/08: Silica
- B01J 21/18: Carbon
- B01J 27/1806: {with alkaline or alkaline earth metals}
- B01J 37/0036: {Grinding}
- B01J 37/0201: {Impregnation}
- B01J 37/031: {Precipitation}
- B01J 37/035: {Precipitation on carriers}
- B01J 37/04: Mixing {(B01J37/0009, B01J37/0018 take precedence)}
- C07C 51/377: by splitting-off hydrogen or functional groups; by hydrogenolysis of functional groups {(C07C51/36 - C07C51/373 take precedence)}
- C07C 67/327: by elimination of functional groups containing oxygen only in singly bound form
- C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS
- B01J: CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS

## Abstract

An appropriate catalyst is found for synthesis of an unsaturated carboxylic acid and/or a derivative thereof using as a raw material compound a hydroxycarboxylic acid and/or a derivative thereof that can easily be synthesized from a polysaccharide such as biomass-derived cellulose, and an efficient method for synthesizing the unsaturated carboxylic acid and/or the derivative thereof is provided. This method is a method for synthesizing an unsaturated carboxylic acid and/or a derivative thereof, wherein an apatite compound is used as a catalyst to synthesize the unsaturated carboxylic acid and/or the derivative thereof from a biomass-derived hydroxycarboxylic acid and/or a derivative thereof by a dehydration reaction.

## Claims

### Claim 1

A method for synthesizing an unsaturated carboxylic acid and/or a salt or an ester thereof, wherein an apatite compound is used as a catalyst to synthesize the unsaturated carboxylic acid and/or the salt or the ester thereof from a biomass-derived hydroxycarboxylic acid and/or a salt or an ester thereof by a dehydration reaction, wherein Ca10(PO4)6(OH)2 is used as the apatite compound.

### Claim 2 (depends on 1)

The synthesis method according to claim 1, wherein the hydroxycarboxylic acid is lactic acid, and the unsaturated carboxylic acid is acrylic acid.

### Claim 3

A method for synthesizing an unsaturated carboxylic acid and/or a salt or an ester thereof, wherein an apatite compound is used as a catalyst to synthesize the unsaturated carboxylic acid and/or the salt or the ester thereof from a biomass-derived hydroxycarboxylic acid and/or a salt or an ester thereof by a dehydration reaction, wherein a compound represented by the formula: Ma(M′Ob)cX2 wherein M represents Ca, Sr, Pb, Mg, Cd, Co, Ni, Cu, Zn, La, H, or two or more types of these, M′ represents P, V, As, C, S, or a combination thereof, and X represents OH, F, or Cl is used as the apatite compound.

### Claim 4 (depends on 3)

The synthesis method according to claim 3, wherein an apatite compound having a molar ratio of M to M′ (a/c) of 1.5 to 1.8 is used as the apatite compound.