Sulfonamide bonded hydrophilic coatings

• US 5,389,449 A
• Filed: 01/05/1993
• Issued: 02/14/1995
• Est. Priority Date: 01/04/1991
• Status: Expired due to Fees

• Current Assignee: Perseptive Biosystems Incorporated (Ecovyst, Inc.)
• Original Assignee: Perseptive Biosystems Incorporated (Ecovyst, Inc.)
• Inventors: Hodjat, Hossein K., Afeyan, Noubar B., Varady, Laszlo
• Primary Examiner(s): NAKARANI, DHIRAJLAL S
• Application Number:
  US08/000,467
• Time in Patent Office: 770 Days
• Field of Search: 428/403, 428/407, 428/517, 428/521, 428/523, 521/31, 521/32, 521/33, 210/198.2, 210/500.34, 210/500.38, 210/500.41, 210/502.1, 210/635, 210/656, 502/402
• US Class Current: 428/523
• CPC Class Codes: B01J 41/13 obtained otherwise than by reactions only involving unsaturated carbon-to-carbon bonds
• CPC Class Codes: B01J 41/20 Anion exchangers for chromatographic processes
• CPC Class Codes: Y10T 428/2991 Coated
• CPC Class Codes: Y10T 428/2998 including synthetic resin or polymer
• CPC Class Codes: Y10T 428/31931 Polyene monomer-containing
• CPC Class Codes: Y10T 428/31938 Polymer of monoethylenically unsaturated hydrocarbon

Abstract

A method of derivatizing a chromatography matrix having a hydrophobic surface involves reacting the hydrophobic surface with a halosulfonating agent to produce a significant amount of halosulfone groups covalently bonded onto the surface. Sulfonamide bonds then are formed between these halosulfone groups and a group of amine functions on a polyaminated polymer to produce a pellicular anion exchange layer covalently bonded to the surface. The resulting layer is stable in the absence of cross-links between the molecules of the polyaminated polymer.

Claims

1. A method of preparing a chromatography matrix having an anion exchange layer covalently bonded to a surface of a hydrophobic organic polymer comprising the steps of:

a. reacting said hydrophobic polymer at a temperature above 4°

C. with a halosulfonating agent selected from the group consisting of chlorosulfonic acid and fluorosulfonic acid in a concentration of at least 10 mmol per gram of said polymer, thereby selectively forming halosulfone groups covalently bonded onto said polymer and minimizing formation of sulfonate groups;

b. washing the halosulfonated polymer formed in step (a) with water or an organic solvent; and

c. reacting said halosulfone groups with a polyaminated polymer having plural amine groups per molecule of said polymer to form sulfonamide bonds between said halosulfonated polymer and said plural amine groups of said polyaminated polymer thereby producing a non-cross-linked polymeric anion exchange layer covalently bonded to said hydrophobic polymer, said layer being stable in the absence of cross-links between the molecules of said polyaminated polymer.

2. The method of claim 1 wherein the quantity of halosulfonating agent is about 100 mmol per gram of hydrophobic polymer.

3. The method of claim 1 wherein said polyaminated polymer is polyethyleneimine.

4. The method of claim 1 wherein the reaction of step (c) is carried out by refluxing the halosulfonated polymer produced in step (b) with the polyaminated polymer.

5. The method of claim 1 wherein the reaction of step (a) is carried out at room temperature or above.

6. The method of claim 1 further comprising the step of cross-linking said polyaminated polymer after step (c) by exposing said polymer layer to ethylene glycol diglycidyl ether.

7. The method of claim 1 comprising the additional step of quanternizing nitrogen nuclei remaining after step (c) by exposing said polymer layer to an alkyl iodide.

8. The method of claim 1 wherein said hydrophobic surface comprises an aromatic polymer.

9. The method of claim 8 wherein said aromatic polymer is poly ( styrene-divinylbenzene).

10. The method of claim 9 wherein said poly(styrenedivinylbenzene) is in the form of fused microparticles.

11. A chromatography material comprising a hydrophobic, aromatic, organic polymeric substrate having on the surface thereof, a non-crosslinked hydrophilic polymeric layer, said layer comprising a polyaminated polymer having plural amine groups per molecule of said polymer covalently attached to said substrate by sulfonamide bonds, said layer being stable in the absence of cross-links between the molecules of said polyaminated polymer.

12. The material of claim 11 wherein said substrate comprises poly( styrene divinylbenzene).

13. The material of claim 11 wherein said polyaminated polymer comprises polyethyleneimine.