# US 10,766,026 B2 · Anion exchange stationary phases based on crosslinked hydroxyalkylamine layer and glycidol

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- Number: US 10,766,026 B2
- Document ID: US10766026B2
- Status: Granted
- Kind: B2
- Application number: 16/101,264
- Filed: 2018-08-10
- Published: 2020-02-13
- Granted: 2020-09-08
- Earliest claimed: 2018-08-10
- Assignees: Dionex Corporation
- Applicants: Dionex Corporation
- Inventors: Charanjit Saini; Christopher A. Pohl
- Web page: https://patentgrep.com/patent/US10766026B2

## CPC

- B01J 41/13: obtained otherwise than by reactions only involving unsaturated carbon-to-carbon bonds
- B01J 41/20: Anion exchangers for chromatographic processes
- B01J 47/022: characterised by the construction of the column or container
- C08G 59/1494: {followed by a further chemical treatment thereof}
- C08G 73/0226: {Quaternisation of polyalkylene(poly)amines}
- C08G 73/024: {Polyamines containing oxygen in the form of ether bonds in the main chain}
- C08L 63/00: Compositions of epoxy resins; Compositions of derivatives of epoxy resins
- C08L 79/02: Polyamines
- C08G 59/145: {Compounds containing one epoxy group}
- C08G 59/1477: {containing nitrogen}
- B01J: CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08L: COMPOSITIONS OF MACROMOLECULAR COMPOUNDS (compositions based on polymerisable monomers C08F, C08G; artificial filaments or fibres D01F; textile treating compositions D06)

## Abstract

An anion exchange stationary phase includes a negatively charged substrate particle, a base condensation polymer layer, a crosslinked ethanolamine condensation polymer, and a glycidol condensation layer. The crosslinked ethanolamine condensation polymer layer can be covalently attached to the base condensation polymer layer. The crosslinked ethanolamine condensation polymer layer can be formed by a condensation reaction product of a polyepoxide compound and ethanolamine. The glycidol condensation layer can be formed by the treatment of glycidol. The anion exchange stationary phase are suitable for separating a variety of haloacetic acids and common inorganic anions in a single chromatographic run in less than 20 to 35 minutes.

## Claims

### Claim 1

An anion exchange stationary phase formed by a method comprising:
reacting a polyepoxide with a primary amine to form a base condensation polymer layer on a negatively charged substrate particle;
reacting the base condensation polymer layer with a number of reaction cycles to form a crosslinked ethanolamine polymer layer, in which the number of reaction cycles ranges from three to ten and each reaction cycle includes a polyepoxide treatment followed by an ethanolamine treatment; and
reacting the crosslinked ethanolamine polymer layer with a glycidol treatment.

### Claim 2 (depends on 1)

The anion exchange stationary phase of claim 1, in which the method further comprises: treating the crosslinked ethanolamine polymer layer with a hydroxide solution before the glycidol treatment.

### Claim 3 (depends on 1)

The anion exchange stationary phase of claim 1, in which the negatively charged substrate particles are contained as a packed bed in a first column, in which the reacting of the polyepoxide with the primary amine comprises: flowing a solution of the polyepoxide and the primary amine through the first column to form the base condensation polymer layer on the negatively charged substrate particles.

### Claim 4 (depends on 3)

The anion exchange stationary phase of claim 3, in which the polyepoxide treatment comprises: flowing a solution of the polyepoxide through the first column; and the ethanolamine treatment comprises: flowing a solution of ethanolamine through the first column.

### Claim 5 (depends on 4)

The anion exchange stationary phase of claim 4, in which the glycidol treatment comprises: flowing a solution of the glycidol through the first column.

### Claim 6 (depends on 5)

The anion exchange stationary phase of claim 5, in which the solution of the glycidol is at a 10% concentration.

### Claim 7 (depends on 1)

The anion exchange stationary phase of claim 1, in which the number of reaction cycles ranges from 3 to 4.

### Claim 8 (depends on 1)

The anion exchange stationary phase of claim 1, in which the negatively charged substrate particle comprises a crosslinked divinylbenzene and ethylvinyl benzene particle, in which at least a surface of the negatively charged substrate particle includes sulfonate groups.

### Claim 9 (depends on 1)

The anion exchange stationary phase of claim 1, in which the polyepoxide comprises a diepoxide compound.

### Claim 10 (depends on 1)

The anion exchange stationary phase of claim 1, in which the polyepoxide comprises an alkyldiol diglycidyl ether.

### Claim 11 (depends on 9)

The anion exchange stationary phase of claim 9, in which the diepoxide compound is 1,4-butanediol diglycidyl ether.

### Claim 12 (depends on 1)

The anion exchange stationary phase of claim 1, in which the base condensation polymer layer is positively charged and ionically attached to the negatively charged substrate particle.

### Claim 13 (depends on 1)

The anion exchange stationary phase of claim 1, in which the glycidol treatment is a single glycidol treatment.