# US 10,246,398 B2 · Additives for carboxylic acid production processes

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- Number: US 10,246,398 B2
- Document ID: US10246398B2
- Status: Granted
- Kind: B2
- Application number: 15/340,716
- Filed: 2016-11-01
- Published: 2017-05-25
- Granted: 2019-04-02
- Earliest claimed: 2015-11-25
- Assignees: LyondellBasell Acetyls, LLC
- Applicants: LyondellBasell Acetyls, LLC
- Inventors: Noel C. Hallinan; David L. Ramage; Daniel F. White
- Web page: https://patentgrep.com/patent/US10246398B2

## CPC

- C07C 51/12: on an oxygen-containing group in organic compounds, e.g. alcohols
- C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS

## Abstract

Processes for producing carboxylic acid are included herein. The processes include contacting an alcohol and carbon monoxide in the presence of a liquid reaction medium under carbonylation conditions sufficient to form a carbonylation product including the carboxylic acid and recovering the carboxylic acid from the carbonylation product. The liquid reaction medium may include a carbonylation catalyst selected from rhodium catalysts, iridium catalysts and palladium catalysts; water in a water concentration ranging from 1 wt. % to 14 wt. % based on the total liquid reaction medium weight; and an additive, one or more in situ generated derivatives of the additive or combinations thereof, wherein the additive includes one or more salts of one or more compounds, each compound including at least one amino group and at least one acid group, the at least one acid group capable of forming an alkali metal salt.

## Claims

### Claim 1

A process comprising:
contacting methanol and carbon monoxide in the presence of a liquid reaction medium under carbonylation conditions sufficient to form a carbonylation product comprising acetic acid, wherein the liquid reaction medium comprises:
a carbonylation catalyst selected from rhodium catalysts, iridium catalysts and palladium catalysts;
1-6 wt. % water, based on the total liquid reaction medium weight; and
0.05-2.0 M of an additive selected from di-sodium glutamate salts, tri-sodium glutamate salts, di-sodium L-3-(4-hydroxyphenyl) alanine, tri-sodium N,N-bis(carboxymethyl)-DL-alanine, and combinations thereof; and
recovering acetic acid from the carbonylation product.

### Claim 2 (depends on 1)

The process of claim 1, wherein the concentration of carbonylation catalyst in the reaction comprises 1-100 mmol of catalyst per liter of reaction medium.

### Claim 3 (depends on 1)

The process of claim 1, wherein the concentration of carbonylation catalyst in the reaction comprises 2-5 mmol of catalyst per liter of reaction medium.

### Claim 4 (depends on 1)

The process of claim 1, wherein the reaction medium comprises a liquid phase of 90-99%.

### Claim 5 (depends on 1)

The process of claim 1, wherein the reaction medium comprises 0.6-36% by weight of an alkyl acetate.
