# US 2021/0276938 A1 · Production method for polyvalent alcohol ester compounds

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- Number: US 2021/0276938 A1
- Document ID: US20210276938A1
- Status: Published application
- Kind: A1
- Application number: 17/261,211
- Filed: 2019-08-09
- Published: 2021-09-09
- Earliest claimed: 2018-08-10
- Assignees: Tohoku University
- Applicants: Tohoku University
- Inventors: Naomi KITAKAWA; Kousuke HIROMORI; Kazuki MURAKAMI; Tomoya WATANABE
- Web page: https://patentgrep.com/patent/US20210276938A1

## CPC

- B01J 37/0203: {the impregnation liquid containing organic compounds}
- C07C 67/08: by reacting carboxylic acids or symmetrical anhydrides with the hydroxy or O-metal group of organic compounds
- B01J 31/08: Ion-exchange resins
- B01J 2231/49: Esterification or transesterification
- B01J: CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS

## Abstract

A method for producing a polyvalent alcohol ester compound, characterized in that a polyvalent alcohol compound and a carboxylic acid compound are allowed to react in the presence of an acidic solid catalyst swollen with the polyvalent alcohol compound or the carboxylic acid compound without using a solvent to selectively produce a monocarboxylic acid ester or a polycarboxylic acid ester of a polyvalent alcohol. In this manner, a mono-fatty acid ester and a poly-fatty acid ester (e.g., di-fatty acid ester) of a polyvalent alcohol can be selectively and effectively produced from a polyvalent alcohol compound and a fatty acid compound.

## Claims

### Claim 1

A method for producing a polyvalent alcohol ester compound, characterized in that a polyvalent alcohol compound and a carboxylic acid compound are allowed to react in the presence of an acidic solid catalyst swollen with the polyvalent alcohol compound or the carboxylic acid compound to selectively produce a monocarboxylic acid ester or a polycarboxylic acid ester of a polyvalent alcohol.

### Claim 2 (depends on 1)

The method for producing a polyvalent alcohol ester compound according to claim 1, wherein the polyvalent alcohol compound and the carboxylic acid compound are allowed to react without using a solvent.

### Claim 3 (depends on 1)

The method for producing a polyvalent alcohol ester compound according to claim 1, wherein the polyvalent alcohol compound is a divalent alcohol.

### Claim 4 (depends on 1)

The method for producing a polyvalent alcohol ester compound according to claim 1, wherein the polyvalent alcohol compound is a polyvalent alcohol compound having 2 to 30 carbon atoms.

### Claim 5 (depends on 1)

The method for producing a polyvalent alcohol ester compound according to claim 1, wherein the carboxylic acid compound is a fatty acid having 2 to 30 carbon atoms.

### Claim 6 (depends on 1)

The method for producing a polyvalent alcohol ester compound according to claim 1, wherein the acidic solid catalyst is a cation exchanger.

### Claim 7 (depends on 1)

The method for producing a polyvalent alcohol ester compound according to claim 1, wherein the polyvalent alcohol and a carboxylic acid compound are allowed to react using, as a catalyst, a cation exchanger previously swollen with the polyvalent alcohol to selectively produce a monoester compound.

### Claim 8 (depends on 1)

The method for producing a polyvalent alcohol ester compound according to claim 1, wherein the polyvalent alcohol and a carboxylic acid compound are allowed to react using, as a catalyst, a cation exchanger previously swollen with the carboxylic acid compound to selectively produce a polyester compound.

### Claim 9 (depends on 7)

The method for producing a polyvalent alcohol ester compound according to claim 7, wherein propylene glycol and caprylic acid are allowed to react using, as a catalyst, a cation exchanger previously swollen with propylene glycol to selectively produce a monoester compound.

### Claim 10 (depends on 8)

The method for producing a polyvalent alcohol ester compound according to claim 8, wherein propylene glycol and caprylic acid are allowed to react using, as a catalyst, a cation exchanger previously swollen with caprylic acid to selectively produce a diester compound.