# US 2014/0193875 A1 · Porous polymeric resins

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- Number: US 2014/0193875 A1
- Document ID: US20140193875A1
- Status: Published application
- Kind: A1
- Application number: 14/204,324
- Filed: 2014-03-11
- Published: 2014-07-10
- Earliest claimed: 2007-11-09
- Assignees: 3M Innovative Properties Company
- Applicants: 3M Innovative Properties Company
- Inventors: Peter D. Wickert; Simon K. Shannon; Kannan Seshadri; Jerald K. Rasmussen; James I. Hembre; Robert T. Fitzsimons, JR.
- Web page: https://patentgrep.com/patent/US20140193875A1

## CPC

- B01D 15/00: Separating processes involving the treatment of liquids with solid sorbents; Apparatus therefor
- C08F 228/02: by a bond to sulfur
- B01D 15/08: Selective adsorption, e.g. chromatography
- 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)}
- B01J 20/267: {Cross-linked polymers}
- B01J 20/285: based on polymers
- C08F 224/00: Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a heterocyclic ring containing oxygen (cyclic esters of polyfunctional acids C08F218/00; cyclic anhydrides of unsaturated acids C08F220/00, C08F222/00)
- C08F 226/06: by a heterocyclic ring containing nitrogen
- C08J 9/26: by elimination of a solid phase from a macromolecular composition or article, e.g. leaching out
- B01J 20/28092: {Bimodal, polymodal, different types of pores or different pore size distributions in different parts of the sorbent}
- C08J 2201/0462: using organic solvents
- C08J 2333/04: esters
- C08J 2333/24: Homopolymers or copolymers of amides or imides
- 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)
- C08F: MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- B01J: CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- C08J: WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H (working, e.g. shaping, of plastics B29)

## Abstract

Porous polymeric resins, reaction mixtures and methods that can be used to prepare the porous polymeric resins, and uses of the porous polymeric resin are described. More specifically, the polymeric resins typically have a hierarchical porous structure plus reactive groups that can be used to interact with or react with a variety of different target compounds. The reactive groups can be selected from an acidic group or a salt thereof, an amino group or salt thereof, a hydroxyl group, an azlactone group, a glycidyl group, or a combination thereof.

## Claims

### Claim 1

A porous polymeric resin having a hierarchical porous structure comprising a first porous structure comprising a first set of pores having an average pore diameter less than 200 nanometers and a second porous structure comprising a second set of pores having an average pore diameter greater than 500 nanometers, the porous polymeric resin comprising the reaction product of an aqueous phase monomer mixture wherein all or substantially all of the monomers in the monomer mixture have a lipophilicity index no greater than 20, the monomer mixture comprising
a) a crosslinking monomer of Formula (I)
wherein
R1 is hydrogen or methyl;
Q is oxy or —NH—; and
Y is an alkylene or heteroalkylene, wherein Y can be optionally substituted with a hydroxyl group; and
b) a functional monomer having (a) an ethylenically unsaturated group and (b) a first functional group selected from (1) an acidic group or a salt thereof, (2) an amino group or a salt thereof, (3) a hydroxyl group, (4) an azlactone group, (5) a glycidyl group, or (6) a combination thereof.

### Claim 2 (depends on 1)

The porous polymeric resin of claim 1, wherein the porous polymeric resin is a porous polymeric bead.

### Claim 3 (depends on 1)

The porous polymeric resin of claim 1, wherein the porous polymeric resin is a monolith.

### Claim 4 (depends on 1)

The porous polymeric resin of claim 1, wherein the porous polymeric resin has an acidic group or a salt thereof and wherein the polymeric porous resin is a cation exchange resin.

### Claim 5 (depends on 1)

The porous polymeric resin of claim 1, wherein the porous polymeric resin has an amino group or a salt thereof, the polymeric porous resin being an anion exchange resin.

### Claim 6 (depends on 1)

The porous polymeric resin of claim 1, wherein the porous polymeric resin has a hydroxyl group, the polymeric porous resin being a size exclusion resin.

### Claim 7 (depends on 1)

A modified polymeric resin comprising the reaction product of a modifying agent and the porous polymeric resin of claim 1, wherein the modifying agent reacts with the first functional group to covalently attach the modifying agent to the porous polymeric resin.

### Claim 8 (depends on 7)

The modified polymeric resin of claim 7, wherein the modifying agent is a biomolecule.

### Claim 9 (depends on 8)

The modified polymeric resin of claim 8, wherein the biomolecule is a protein, virus, vaccine, antibody, enzyme, nucleic acid, DNA, or RNA.

### Claim 10 (depends on 7)

The modified polymeric resin of claim 7, wherein the porous polymeric resin has a first functional group that is a hydroxyl and the modifying agent has a carboxyl group.

### Claim 11 (depends on 7)

The modified polymeric resin of claim 7, wherein the porous polymeric resin has a first functional group that is an azlactone group and the modifying agent has a nucleophilic group.

### Claim 12 (depends on 7)

The modified polymeric resin of claim 7, wherein the porous polymeric resin has a first functional group that is a glycidyl group and the modifying agent has a nucleophilic group.

### Claim 13 (depends on 8)

The modified polymeric resin of claim 8, wherein the attached biomolecule has functional group that is capable of reacting or interacting with a complementary functional group on another biomolecule, the modified polymeric resin being an affinity resin.

### Claim 14 (depends on 7)

The modified polymeric resin of claim 7, wherein the modifying agent has an ionic group that is capable of reacting or interacting with a target compound having an opposite charge, the modified polymeric resin being an ion exchange resin or a size exclusion resin.

### Claim 15 (depends on 7)

The modified polymeric resin of claim 7, wherein the modifying agent has hydrophobic group that is capable of reacting or interacting with a target compound having a hydrophobic group, the modified polymeric resin being a reverse phase resin or a hydrophobic interaction resin.

### Claim 16 (depends on 7)

The modified polymeric resin of claim 7, wherein the modifying agent has a metal-chelating group that is capable of reacting or interacting with a metal-containing species, the modified polymeric resin being a chelating resin.

### Claim 17 (depends on 7)

The modified polymeric resin of claim 7, wherein the modifying agent is an antibody that is capable of binding with a cell, the modified polymeric resin being a cell selection resin.

### Claim 18 (depends on 7)

The modified polymeric resin of claim 7, wherein the modifying agent is an enzyme, the modified polymeric resin being an enzyme resin.
