IP Library Granted Patent US 10,526,366
Granted Patent B2
US 10,526,366 · App. 15/987,441 · Granted Jan 7, 2020

Ligand functionalized polymers

Inventors: Jerald K. Rasmussen (Woodville, WI); Kannan Seshadri (Woodbury, MN); Robert T. Fitzsimons, Jr. (Minneapolis, MN); James I. Hembre (Plymouth, MN); Catherine A. Bothof (Stillwater, MN); Erin A. Satterwhite (Chatham, NJ); George W. Griesgraber (Eagan, MN); Yi He (Roseville, MN); Louis C. Haddad (Mendota Heights, MN)
Assignee: 3M Innovative Properties Company
C07K1/14B01D21/01C08F120/60C08F126/02C08G69/10C08G73/022C08G73/0206C08G73/028C08L77/04C08L79/02C08L83/08C12N7/02C12N11/08G01N33/545G01N33/54393Y10T428/249978Y10T428/249991Y10T428/2935Y10T428/2998Y10T442/20
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Quick Facts
Patent No.
US 10,526,366
App. No.
15/987,441
Granted
Jan 7, 2020
Kind
B2
Abstract

Ligand functionalized substrates, methods of making ligand functionalized substrates, and methods of using functionalized substrates are disclosed.

Claims (22)

1. A complex comprising:

a) a water-soluble or water-dispersible aminopolymer functionalized with pendent or catenary guanidinyl groups; and

b) a neutral or negatively charged target biological species in a biological fluid,

wherein 2 to 10 mole percent of the available amino groups of the aminopolymer functionalized with guanidinyl groups are alkylated and/or acylated.

2. The complex of claim 1 wherein the complex is a precipitated solid.

3. The complex of claim 1 wherein the aminopolymer selected from the group consisting of polyethylenimine, polylysine, polyaminoamides, polyallylamine, polyvinylamine, polydimethylamine-epichlorohydrin-ethylenediamine, polyaminosiloxanes and dendrimers formed form polyamidoamine (PAMAM) and polypropylenimine.

4. The complex of claim 1 wherein the aminopolymer is polyethylenimine or polyallylamine.

5. The complex of claim 1 wherein the target biological species is cells or cell debris.

6. The complex of claim 1 wherein the target biological species protein or enzyme.

7. The complex of claim 1 wherein the target biological species comprises antibodies.

8. The complex of claim 2 wherein the salt concentration of the biological fluid is between 0 and 300 millimolar.

9. The complex of claim 2 wherein the salt concentration of fluid is between 150 to 300 millimolar.

10. The complex of claim 2 wherein the salt concentration of the fluid is at least 150 mM.

11. The complex of claim 1 wherein the amount of aminopolymer functionalized with guanidinyl groups relative to the amount of target biological species is 0.01% to 100% by weight.

12. The complex of claim 11 wherein the amount of aminopolymer functionalized with guanidinyl groups relative to the amount of target biological species is 0.1%-10% by weight.

13. The complex of claim 1 wherein the aminopolymer functionalized with guanidinyl groups is present in amounts of 0.01 to 5000 micrograms/mL of fluid.

14. The complex according to claim 1 , wherein the complex precipitates from the fluid.

15. The complex of claim 1 wherein at least some of the aminopolymer functionalized with guanidinyl groups is of the formula:

wherein

R 2 is a H, C 1 -C 12 alkyl, C 5 -C 12 (hetero)aryl, or a residue of the polymer chain;

each R 3 is independently H, C 1 -C 12 alkyl, or C 5 -C 12 (hetero)aryl, each R 4 is H, C 1 -C 12 alkyl or alkylene, C 5 -C 12 (hetero)aryl or (hetero)arylene, cyano, or —C(═NH)—N(R 2 )-Polymer, and

n is 1 or 2.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 1, 2024
From: 3M INNOVATIVE PROPERTIES COMPANY
To: SOLVENTUM INTELLECTUAL PROPERTIES COMPANY
Reel/Frame 066430/0295 →