IP Library Granted Patent US 10,557,054
Granted Patent B2
US 10,557,054 · App. 15/665,831 · Granted Feb 11, 2020

Azlactone based thermally crosslinkable polymer coating for controlling cell behavior

Inventors: Padma Gopalan (Madison, WI); William L. Murphy (Waunakee, WI); Samantha Kelly Schmitt (Madison, WI)
Assignee: Wisconsin Alumni Research Foundation
C09D133/14C08F220/28C12N5/0068C12N2533/40C12N2537/10
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Quick Facts
Patent No.
US 10,557,054
App. No.
15/665,831
Granted
Feb 11, 2020
Kind
B2
Abstract

Random copolymers, crosslinked thin films of the random copolymers and cell culture substrates comprising the crosslinked thin films are provided. Also provided are methods of making and using the copolymers, thin films and substrates. The copolymers are polymerized from glycidyl methacrylate monomers and vinyl azlactone monomers. The crosslinked thin films are substrate independent, in that they need not be covalently bound to a substrate to form a stable film on the substrate surface.

Claims (10)

1. A random copolymer of glycidyl methacrylate, 4,4-dimethyl-2-vinylazlactone and polyethylene glycol methyl ether methacrylate comprising the structure:

wherein x, y and z represent the mole fractions of the polymerized glycidyl methacrylate, 4,4-dimethyl-2-vinylazlactone and polyethylene glycol methyl ether methacrylate monomers; n represents the number of repeat units in the polyethylene glycol chain; the glycidyl groups, the azlactone groups and the polyethylene glycol groups are distributed randomly along the copolymer backbone chain; and the random copolymer comprises from about 1 to about 15 mole percent of the polymerized glycidyl methacrylate monomer, from about 15 to about 60 mole percent of the polymerized 4,4-dimethyl-2-vinylazlactone monomer, from about 30 to about 85 mole percent of the polymerized polyethylene glycol methyl ether methacrylate monomer, and no greater than about 30 mole percent of additional monomer.

2. The copolymer of claim 1 , consisting of polymerized glycidyl methacrylate monomer, 4,4-dimethyl-2-vinylazlactone monomer and polyethylene glycol methyl ether methacrylate monomer.

3. The copolymer of claim 1 comprising additional monomer, wherein the additional monomer comprises hydroxyethyl methacrylate.

4. A random copolymer of glycidyl methacrylate, 4,4-dimethyl-2-vinylazlactone and polyethylene glycol methyl ether methacrylate comprising the structure:

wherein x, y and z represent the mole fractions of the polymerized glycidyl methacrylate, 4,4-dimethyl-2-vinylazlactone and polyethylene glycol methyl ether methacrylate monomers; n represents the number of repeat units in the polyethylene glycol chain; the glycidyl groups, the azlactone groups and the polyethylene glycol groups are distributed randomly along the copolymer backbone chain; and the random copolymer comprises from about 2 to about 12 mole percent of the polymerized glycidyl methacrylate monomer, from about 15 to about 35 mole percent of the polymerized 4,4-dimethyl-2-vinylazlactone monomer, from about 50 to about 85 mole percent of the polymerized polyethylene glycol methyl ether methacrylate monomer, and no greater than about 30 mole percent of additional monomer.

5. A ransom copolymer of glycidyl methacrylate, 4,4-dimethyl-2-vinylazlactone and polyethylene glycol methyl ether methacrylate comprising the structure:

wherein x, y and z represent the mole fractions of the polymerized glycidyl methacrylate, 4,4-dimethyl-2-vinylazlactone and polyethylene glycol methyl ether methacrylate monomers; n represents the number of repeat units in the polyethylene glycol chain; the glycidyl groups, the azlactone groups and the polyethylene glycol groups are distributed randomly along the copolymer backbone chain, wherein the random copolymer further comprises methylmethacrylate as an additional monomer and the random copolymer comprises no greater than about 30 mole percent of additional monomer.

6. A random copolymer of glycidyl methacrylate, 4,4-dimethyl-2-vinylazlactone and polyethylene glycol methyl ether methacrylate comprising the structure:

wherein x, y and z represent the mole fractions of the polymerized glycidyl methacrylate, 4,4-dimethyl-2-vinylazlactone and polyethylene glycol methyl ether methacrylate monomers; n represents the number of repeat units in the polyethylene glycol chain; the glycidyl groups, the azlactone groups and the polyethylene glycol groups are distributed randomly along the copolymer backbone chain, wherein the random copolymer further comprises poly(vinyl alcohol) as an additional monomer and the random copolymer comprises no greater than about 30 mole percent of additional monomer.

Assignments (2)
CONFIRMATORY LICENSE Recorded Aug 9, 2017
From: UNIVERSITY OF WISCONSIN, MADISON
To: NATIONAL SCIENCE FOUNDATION
Reel/Frame 043493/0198 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 3, 2017
From: GOPALAN, PADMA; SCHMITT, SAMANTHA; MURPHY, WILLIAM
To: WISCONSIN ALUMNI RESEARCH FOUNDATION
Reel/Frame 043185/0382 →
Continuity (2)
Division 14658402 · Mar 16, 2015
Related Publication 20170335130A1 · Nov 23, 2017