IP Library Granted Patent US 10,201,637
Granted Patent B2
US 10,201,637 · App. 15/502,345 · Granted Feb 12, 2019

Article coatings including oligomerized polyphenol layer and biological methods of use

Inventors: David E. Babcock (St. Louis Park, MN); Sean Lundquist (Chaska, MN); Gary Opperman (St. Louis Park, MN); Adriyn Torguson (Maple Grove, MN); Tim Jentz (St. Louis Park, MN)
Assignee: Surmodics, Inc.
A61L29/085A61L29/06A61L29/16G01N33/54393A61L2300/42A61L2400/18A61L2420/02A61L2420/08
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Quick Facts
Patent No.
US 10,201,637
App. No.
15/502,345
Granted
Feb 12, 2019
Kind
B2
Abstract

Embodiments of the disclosure include coatings comprising an oligomerized polyphenol layer. The oligomerized polyphenol layer can be used as an intermediate coated layer on a medical device that hydrogen bonds to a synthetic or natural polymer, which in turn can be used as a top coat or further associated with another coated layer. The multilayered coatings can provide properties such as hemocompatibility or lubricity. In other embodiments, the oligomerized polyphenol layer is used on a medical device as a hemostatic layer configured to contact blood and promote coagulation. The oligomerized polyphenol layer can also be used on the inner surface (e.g., inner diameter) of a medical device to prevent bacterial adherence. The oligomerized polyphenol layer can also be used on the surface of a in vitro diagnostic article, or a cell culture device to, promote adsorption of a biological molecule.

Claims (20)

1. A medical device comprising a coating, the coating comprising:

a first coated layer comprising oligomerized polyphenol; and

a second coated layer comprising a synthetic or natural polymer, wherein the synthetic or natural polymer is hydrogen bonded to the oligomerized polyphenol and wherein the first coated layer is positioned between an article surface and the second coated layer.

2. The medical device of claim 1 wherein the oligomerized polyphenol comprises (a) a polyphenol having a molecular weight in the range of 500-4000 Da, (b) a polyphenol having 12 or more phenolic hydroxyl groups, or both (a) and (b).

3. The medical device of claim 1 wherein (a) the oligomerized polyphenol comprises a polyphenol derived from esterification of a composition comprising gallic acid, (b) oligomerized polyphenol comprises tannic acid, or both (a) and (b).

4. The medical device of claim 1 wherein the first and second coated layers have a combined thickness of less than 250 nm, or less than 100 nm.

5. The medical device of claim 1 wherein the synthetic or natural polymer comprises a plurality of hydroxyl groups.

6. The medical device of claim 1 wherein the synthetic polymer is a vinyl pyrrolidone-containing polymer.

7. The article of claim 6 wherein the vinyl pyrrolidone-containing polymer is a vinyl pyrrolidone homopolymer or a vinyl pyrrolidone-containing copolymer.

8. The medical device of claim 1 further comprising a third coated layer comprising an acid group-containing polymer wherein the third coated layer is in direct contact with the second coated layer.

9. The medical device of claim 8 wherein the acid group-containing polymer is an acrylic acid-containing polymer.

10. The medical device of claim 9 , wherein the acrylic acid-containing polymer has an average molecular weight of 150 kDa or greater.

11. The medical device of claim 8 wherein the second coated layer, third coated layer, or both, further comprise at least one photoreactive group.

12. The medical device of claim 11 wherein (a) the photoreactive group is pendent from the synthetic or natural polymer of the second coated layer, the acid group-containing polymer of the third coated layer, or both, or (b) two or more photoreactive groups are present on a crosslinking compound.

13. The medical device of claim 1 wherein the oligomerized polyphenol comprises an inorganic metal ion that crosslinks polyphenols.

14. The medical device of claim 1 wherein the coating is formed on an inner surface of the device.

15. The medical device of claim 1 comprising a catheter.

16. A method of coating a medical device comprising:

applying a first coating composition comprising a polyphenol on a medical device surface and oligomerizing the polyphenol to form a first layer, the first layer comprising immobilized oligomerized polyphenol; and

applying a second coating composition onto the first layer, the second coating composition comprising a synthetic or natural polymer, wherein the synthetic or natural polymer becomes hydrogen bonded to the oligomerized polyphenol, wherein the method forms the coated medical device of claim 1 .

Assignments (5)
SECURITY INTEREST Recorded Jan 21, 2026
From: SURMODICS COATINGS, LLC
To: BANK OF MONTREAL, AS COLLATERAL AGENT
Reel/Frame 074461/0162 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 8, 2025
From: SURMODICS, INC.
To: SURMODICS COATINGS, LLC
Reel/Frame 073928/0178 →
RELEASE OF SECURITY INTEREST Recorded Nov 24, 2025
From: MIDCAP FUNDING IV TRUST
To: SURMODICS, INC.; SURMODICS SHARED SERVICES, LLC; SURMODICS HOLDINGS, LLC; SURMODICS COATINGS, LLC; SURMODICS MD, LLC; SURMODICS COATINGS MFG, LLC; SURMODICS IVD, INC.; SURMODICS MD OPERATIONS, LLC; NORMEDIX, INC.
Reel/Frame 073690/0186 →
SECURITY INTEREST Recorded Aug 23, 2024
From: SURMODICS, INC.; SURMODICS SHARED SERVICES, LLC; SURMODICS HOLDINGS, LLC; SURMODICS COATINGS, LLC; SURMODICS MD, LLC; SURMODICS COATINGS MFG, LLC; SURMODICS IVD, INC.; SURMODICS MD OPERATIONS, LLC; NORMEDIX, INC.
To: MIDCAP FUNDING IV TRUST
Reel/Frame 068762/0423 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 17, 2017
From: BABCOCK, DAVID E.; LUNDQUIST, SEAN; OPPERMAN, GARY; TORGUSON, ADRIYN; JENTZ, TIM
To: SURMODICS, INC.
Reel/Frame 042414/0077 →
Continuity (2)
Provisional Application 62035173 · Aug 8, 2014
Related Publication 20170224876A1 · Aug 10, 2017