# US 2024/0189795 A1 · Process for the isolation of amines

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- Number: US 2024/0189795 A1
- Document ID: US20240189795A1
- Status: Published application
- Kind: A1
- Application number: 18/284,973
- Filed: 2022-04-21
- Published: 2024-06-13
- Earliest claimed: 2021-04-21
- Assignees: Givaudan SA
- Applicants: Givaudan SA
- Inventors: Ehsan REYHANITASH; Stephan HAIBER
- Web page: https://patentgrep.com/patent/US20240189795A1

## CPC

- B01J 20/261: {obtained by reactions only involving carbon to carbon unsaturated bonds (macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds per se C08F)}
- C07C 209/84: Purification
- B01J 20/28026: {Particles within, immobilised, dispersed, entrapped in or on a matrix, e.g. a resin}
- B01J 20/3071: {Washing or leaching}
- B01J 20/3483: {by thermal treatment not covered by groups B01J20/3441 - B01J20/3475, e.g. by heating or cooling}
- C02F 1/285: {using synthetic organic sorbents}
- C07C 211/03: Monoamines
- C07C 213/10: Separation; Purification; Stabilisation; Use of additives
- C12P 13/001: {Amines; Imines}
- C07C 209/10: with formation of amino groups bound to carbon atoms of six-membered aromatic rings or from amines having nitrogen atoms bound to carbon atoms of six-membered aromatic rings
- C07C 227/38: Separation; Purification; Stabilisation; Use of additives (separation of optical isomers C07C227/34)
- B01J: CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C02F: TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE (separation in general B01D; special arrangements on waterborne vessels of installations for treating water, waste water or sewage, e.g. for producing fresh water, B63J; adding materials to water to prevent corrosion C23F; treating radioactively-contaminated liquids G21F9/04; regeneration of reactants for recirculation into processes, see the relevant places for the processes)
- C12P: FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE {(brewing of beer C12C; producing vinegar C12J; producing specific peptides or proteins C07K; producing enzymes C12N9/00; DNA or RNA concerning genetic engineering, vectors, e.g. plasmids, or their isolation, preparation or purification C12N15/00; measuring or testing processes involving enzymes or microorganisms C12Q; measuring or testing processes involving nucleic acid amplification reactions C12Q1/6844; fermentation processes to form a food composition, A21 or A23; compounds in general, see the relevant compound class, e.g. C01, C07)}

## Abstract

There is provided a method for the isolation of an amine from an aqueous solution thereof, comprising the steps of: a) contacting the aqueous solution of the amine with an adsorbent functionalized with carboxyl groups; b) removing water from the adsorbent; and c) thermaly desorbing the amine. The method is particularly suitable for the isolation of ethanolamine.

## Claims

### Claim 1

A method for the isolation of an amine from an aqueous solution thereof, the method comprising:
contacting the aqueous solution of the amine with an adsorbent functionalized with carboxyl groups;
removing water from the adsorbent; and
thermally desorbing the amine.

### Claim 2 (depends on 1)

The method of claim 1, wherein the amine is an alkanol amine.

### Claim 3 (depends on 2)

The method of claim 2, wherein the alkanol amine is ethanolamine.

### Claim 4 (depends on 1)

The method of claim 1, wherein a washing step is added after contacting the aqueous solution of the amine with the adsorbent functionalized with carboxyl groups

### Claim 5 (depends on 1)

The method of claim 1, wherein the adsorbent is thermally stable up to at least 150° C.

### Claim 6 (depends on 1)

The method of claim 1, wherein the adsorbent has a porous methacrylate matrix.

### Claim 7 (depends on 1)

The method of claim 1, wherein the aqueous solution of the amine is a fermentation composition.

### Claim 8 (depends on 1)

The method of claim 1, wherein the step of removing water comprises flushing out with a compressed nitrogen stream.

### Claim 9 (depends on 8)

The method of claim 8, wherein the compressed nitrogen stream for removing water is heated up to at least 70° C.

### Claim 10 (depends on 8)

The method of claim 8, wherein for removing water a container comprising the adsorbent is heated up to at least 80° C.

### Claim 11 (depends on 1)

The method of claim 1, wherein the compressed nitrogen stream for thermally desorbing the amine is heated up to at least 100° C.

### Claim 12 (depends on 1)

The method of claim 1, wherein for thermally desorbing the amine the container comprising the adsorbent is heated up to at least 120° C.

### Claim 13 (depends on 1)

The method of claim 1, wherein the thermally desorbed amine is collected in a cooled condenser.

### Claim 14 (depends on 1)

The method of claim 1, wherein the method results in the amine having a purity equal to or greater than about 60%, or greater than about 70%, or greater than about 80%, or greater than about 90%, or greater than about 95%.

### Claim 15 (depends on 1)

The method of claim 1, wherein the yield of purified amine is equal to or greater than about 80%, equal to or greater than about 85%, or equal to or greater than about 90%.

### Claim 16 (depends on 3)

The method of claim 3, for the isolation of ethanolamine, wherein the method comprises synthesizing ethanolamine by fermenting a carbon source in the presence of an ethanolamine-producing microorganism to provide a fermentation composition comprising ethanolamine.

### Claim 17 (depends on 3)

The method of claim 3, wherein a washing step is added after contacting the aqueous solution of the amine with the adsorbent functionalized with carboxyl groups

### Claim 18 (depends on 3)

The method of claim 3, wherein the adsorbent is thermally stable up to at least 150° C.

### Claim 19 (depends on 3)

The method of claim 3, wherein the adsorbent has a porous methacrylate matrix.

### Claim 20 (depends on 3)

The method of claim 3, wherein the aqueous solution of the amine is a fermentation composition.
