Article coatings including oligomerized polyphenol layer and biological methods of use

Patent metadata

Field	Value
Publication number	US-10201637-B2
Application number	US-201515502345-A
Country	US
Kind code	B2
Filing date	Aug 6, 2015
Priority date	Aug 8, 2014
Publication date	Feb 12, 2019
Grant date	Feb 12, 2019

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.

First claim

What is claimed is:

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 .

Assignees

• Surmodics Inc

Inventors

• Babcock David E
• Lundquist Sean
• Opperman Gary
• Torguson Adriyn
• Jentz Tim

Classifications

• A61P7/04

  Antihaemorrhagics; Procoagulants; Haemostatic agents; Antifibrinolytic agents · CPC title

• A61P15/00

  Drugs for genital or sexual disorders (for disorders of sex hormones A61P5/24); Contraceptives · CPC title

• C08L29/04

  Polyvinyl alcohol; Partially hydrolysed homopolymers or copolymers of esters of unsaturated alcohols with saturated carboxylic acids · CPC title

• A61L29/06

  obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds · CPC title

• A61L29/08

  Materials for coatings · CPC title