# US 11,992,824 B2 · Chromatographic materials

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- Number: US 11,992,824 B2
- Document ID: US11992824B2
- Status: Granted
- Kind: B2
- Application number: 17/353,096
- Filed: 2021-06-21
- Published: 2021-10-28
- Granted: 2024-05-28
- Earliest claimed: 2012-05-15
- Assignees: Waters Technologies Corporation
- Applicants: Waters Technologies Corporation
- Inventors: Kevin D. Wyndham; Michael F. Morris; Darryl W. Brousmiche; Jason F. Hill; Jacob N. Fairchild
- Web page: https://patentgrep.com/patent/US11992824B2

## CPC

- B01J 20/283: based on silica
- B01D 15/26: characterised by the separation mechanism
- B01D 15/30: Partition chromatography
- B01D 15/305: {Hydrophilic interaction chromatography [HILIC]}
- B01D 15/322: {Normal bonded phase}
- B01D 15/40: using supercritical fluid as mobile phase or eluent
- B01D 53/025: {with wetted adsorbents; Chromatography (analytical chromatography G01N30/00 - G01N30/96; for liquids B01D15/08)}
- B01J 20/22: comprising organic material
- B01J 20/28004: {Sorbent size or size distribution, e.g. particle size}
- B01J 20/28016: {Particle form}
- B01J 20/28042: {Shaped bodies; Monolithic structures}
- B01J 20/28057: {Surface area, e.g. B.E.T specific surface area}
- B01J 20/28059: {being less than 100 m2/g}
- B01J 20/28061: {being in the range 100-500 m2/g}
- B01J 20/28064: {being in the range 500-1000 m2/g}
- B01J 20/28066: {being more than 1000 m2/g}
- B01J 20/28069: {Pore volume, e.g. total pore volume, mesopore volume, micropore volume}
- B01J 20/28071: {being less than 0.5 ml/g}
- B01J 20/28073: {being in the range 0.5-1.0 ml/g}
- B01J 20/28076: {being more than 1.0 ml/g}
- B01J 20/28078: {Pore diameter}
- B01J 20/28083: {being in the range 2-50 nm, i.e. mesopores}
- B01J 20/28085: {being more than 50 nm, i.e. macropores}
- B01J 20/288: Polar phases
- B01J 20/289: bonded via a spacer
- B01J 20/3085: {Chemical treatments not covered by groups B01J20/3007 - B01J20/3078}
- B01J 20/3204: {Inorganic carriers, supports or substrates}
- B01J 20/3206: {Organic carriers, supports or substrates}
- B01J 20/3208: {Polymeric carriers, supports or substrates}
- B01J 20/3246: {having a well defined chemical structure}
- B01J 20/3285: {Coating or impregnation layers comprising different type of functional groups or interactions, e.g. different ligands in various parts of the sorbent, mixed mode, dual zone, bimodal, multimodal, ionic or hydrophobic, cationic or anionic, hydrophilic or hydrophobic}
- B01J 20/3293: {Coatings on a core, the core being particle or fiber shaped, e.g. encapsulated particles, coated fibers}
- C07F 7/1804: {Compounds having Si-O-C linkages (Si-O-acyl linkages C07F7/1896)}
- B01J 20/282: Porous sorbents (ion exchange B01J39/00 - B01J41/00)
- B01J 20/284: based on alumina
- B01J 20/285: based on polymers
- B01J 20/32: Impregnating or coating {; Solid sorbent compositions obtained from processes involving impregnating or coating}
- B01J 20/3234: {Inorganic material layers}
- B01J 2220/54: Sorbents specially adapted for analytical or investigative chromatography
- B01J 2220/80: Aspects related to sorbents specially adapted for preparative, analytical or investigative chromatography
- B01J: CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01D: SEPARATION (separating solids from solids by wet methods B03B, B03D; by pneumatic jigs or tables B03B; by other dry methods B07; magnetic or electrostatic separation of solid materials from solid materials or fluids, separation by high-voltage electric fields B03C; centrifuges, vortex apparatus B04; presses per se for squeezing-out liquid from liquid-containing material B30B9/02; treatment of water C02F, e.g. softening by ion-exchange C02F1/42; {arrangements of air intake cleaners in gas turbine plants F02C7/05} ; arrangements or mounting of filters in air-conditioning, air-humidification or ventilation F24F13/28)
- C07F: ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM (metal-containing porphyrins C07D487/22)

## Abstract

In one aspect, the present invention provides a chromatographic stationary phase material for various different modes of chromatography represented by Formula 1: [X](W)a(Q)b(T)c (Formula 1). X can be a high purity chromatographic core composition having a surface comprising a silica core material, metal oxide core material, an inorganic-organic hybrid material or a group of block copolymers thereof. W can be absent and/or can include hydrogen and/or can include a hydroxyl on the surface of X. Q can be a functional group that minimizes retention variation over time (drift) under chromatographic conditions utilizing low water concentrations. T can include one or more hydrophilic, polar, ionizable, and/or charged functional groups that chromatographically interact with the analyte. Additionally, b and c can be positive numbers, with the ratio 0.05≤(b/c)≤100, and a≥0.

## Claims

### Claim 1

A chromatographic stationary phase material represented by Formula I:
[X](W)a(Q)b(T)c Formula I
wherein:
X is a chromatographic core composition having a surface comprising a silica core material, metal oxide core material, an inorganic-organic hybrid material, or a group of block copolymers thereof;
W is absent or includes hydrogen or a hydroxyl group on the surface of X;
Q is represented by:
T is represented by one of:
wherein Z is a chemically reactive group; and
b and c are positive numbers, 0.05≤(b/c)≤100, and a≥0.

### Claim 2 (depends on 1)

The chromatographic stationary phase material of claim 1, wherein the chromatographic stationary phase material is in the form of a plurality of particles.

### Claim 3 (depends on 1)

The chromatographic stationary phase material of claim 1, wherein the chromatographic stationary phase material is in the form of a monolith.

### Claim 4 (depends on 1)

The chromatographic stationary phase material of claim 1, wherein the chromatographic stationary phase material is in the form of a superficially porous material.

### Claim 5 (depends on 1)

The chromatographic stationary phase material of claim 1, wherein the chromatographic stationary phase material has chromatographically enhancing pore geometry.

### Claim 6 (depends on 2)

The chromatographic stationary phase material of claim 2, wherein the plurality of particles has sizes between about 1.5 and 5 microns.

### Claim 7 (depends on 1)

The chromatographic stationary phase material of claim 1, wherein the chromatographic stationary phase material has a surface area of about 25 to 1100 m2/g.

### Claim 8 (depends on 1)

The chromatographic stationary phase material of claim 1, wherein the chromatographic stationary phase material has a pore volume of about 0.2 to 2.0 cm3/g.

### Claim 9 (depends on 1)

The chromatographic stationary phase material of claim 1, wherein the chromatographic stationary phase material has a micropore surface area of less than about 105 m2/g.

### Claim 10 (depends on 1)

The chromatographic stationary phase material of claim 1, wherein the chromatographic stationary phase material has an average pore diameter of about 20 to 1500 Å.

### Claim 11 (depends on 1)

The chromatographic stationary phase material of claim 1, wherein Q has a combined surface coverage of ≥0.5 μmol/m2.

### Claim 12 (depends on 1)

The chromatographic stationary phase material of claim 1, wherein Q has a combined surface coverage of ≥1.5 μmol/m2.

### Claim 13 (depends on 1)

The chromatographic stationary phase material of claim 1, wherein the chromatographic core material consists essentially of an inorganic material with a hybrid surrounding layer.

### Claim 14 (depends on 1)

The chromatographic stationary phase material of claim 1, wherein the chromatographic core material consists essentially of a hybrid material with an inorganic surface layer.

### Claim 15 (depends on 1)

The chromatographic stationary phase material of claim 1, wherein the chromatographic core material consists essentially of a hybrid material with a different hybrid surface layer.