Synthetic heart valves composed of zwitterionic polymers

Patent metadata

Field	Value
Publication number	US-2016296322-A1
Application number	US-201615082293-A
Country	US
Kind code	A1
Filing date	Mar 28, 2016
Priority date	Apr 9, 2015
Publication date	Oct 13, 2016
Grant date	—

Abstract

A prosthetic heart valve includes a plurality of synthetic polymeric leaflets. Each leaflet has a base polymer and a polymer coating at least partially disposed over the base polymer, wherein the polymer coating includes polymerized units of a monomer comprising a zwitterionic group when the polymer coating is exposed to an aqueous environment at a pH of about 7.4

First claim

What is claimed is:

1 . A prosthetic heart valve comprising a plurality of synthetic polymeric leaflets, each leaflet having a base polymer and a polymer coating disposed over the base polymer, wherein the polymer coating is formed from a monomer comprising zwitterionic pendant groups.

2 . The prosthetic heart valve of claim 1 , wherein the anion of the zwitterionic group is formed by a carboxylic acid group, a sulfonic acid group, or a phosphoric acid group.

3 . The prosthetic heart valve of claim 1 , wherein the cation of the zwitterionic group is formed by an (cyclo)aliphatic or aromatic amine, an amidine, or a guanidine; or is a quaternary amine.

4 . The prosthetic heart valve of claim 1 , wherein polymer coating consists essentially of polymerized units of monomers each comprising a zwitterionic group.

5 . The prosthetic heart valve of claim 1 , wherein the cation is a quaternary amine.

6 . The prosthetic heart valve of claim 1 , wherein the cation and the anion of the zwitterionic group are part of the same pendant group of the monomer unit.

7 . The prosthetic heart valve of claim 1 , wherein the pendant group has the structure X—(CH2)n-N+R2-(CH2)m-Y or X—(CH2)n-O—P(O—)—(CH2)m-Z, wherein:
X is the point of covalent attachment to the repeat unit of the monomer;
each R is independently selected from C1- to C4-alkyl, in particular methyl;
n and m are each integers between 1 and 8, in particular between 2 and 3;
Y is a anionic group selected from COO—, SO3-, O—SO3-, O—PO3-, and PO3-; and
Z is a cationic group derived from a (cyclo)aliphatic or aromatic amine, an amidine, a guanidine, or a quaternary amine, in particular NR′3+, wherein each R′ is independently selected from C1- to C4-alkyl.

8 . The prosthetic heart valve of claim 1 , wherein the polymer is formed from one or more monomer species having a structure selected from the group consisting of:

9 . The prosthetic heart valve of claim 1 , wherein the monomer comprising a zwitterionic group is an acrylate, a methacrylate, an acrylamide, or a methacrylamide.

10 . The prosthetic heart valve of claim 1 , wherein the base polymer comprises an elastic polymer.

11 . The prosthetic heart valve of claim 1 , wherein each leaflet comprises a plurality of fibers.

12 . The prosthetic heart valve of claim 11 , wherein the plurality of fibers are embedded in the base polymer, each fiber being oriented in an extending direction and comprising a plurality of undulations.

13 . The prosthetic heart valve of claim 1 , wherein the prosthetic heart valve comprises an expandable tubular body, wherein the expandable tubular body comprises a polymer layer comprising the same polymer as the base polymer of the plurality of leaflets.

14 . The prosthetic heart valve of claim 1 , wherein the base polymer comprises polyisobutylene polyurethanes (PIB-PUR).

15 . A prosthetic heart valve comprising a plurality of synthetic polymeric leaflets, each leaflet having a base polymer and a polymer coating disposed over the base polymer, wherein the polymer coating is formed from one or more monomers comprising zwitterionic pendant groups and one or more monomer comprising non-zwitterionic pendent groups.

16 . The prosthetic heart valve of claim 15 , wherein the polymer coating is formed from a monomer comprising zwitterionic pendant groups having a structure selected from the group consisting of:

17 . A method of forming an artificial heart leaflet, the method comprising applying a synthetic polymeric coating to at least one leaflet of an artificial heart valve, the synthetic polymeric coating is formed from one or more monomers, wherein at least one monomer comprises a zwitterionic pendant group.

18 . The method of claim 17 , wherein applying a synthetic polymer coating includes using one of dip coating, roll coating, spray coating, flow coating and electrostatic spraying.

19 . The method of claim 17 , wherein applying a synthetic polymer coating includes applying a polymer brush to the surface of the leaflet.

20 . The method of claim 17 , wherein applying a synthetic polymer coating surface includes modifying a base polymer of the leaflet by reacting a trimethoxysilane functionalized zwitterionic molecule with functional groups on a leaflet surface.

Assignees

• Boston Scient Scimed Inc

Inventors

• Edelman Peter G
• Boden Mark W
• Delaney Jr Joseph Thomas

Classifications

• A61F2310/00389

  The prosthesis being coated or covered with a particular material · CPC title

• A61F2/2418

  Scaffolds therefor, e.g. support stents · CPC title

• A61F2/2412 Primary

  with soft flexible valve members, e.g. tissue valves shaped like natural valves · CPC title

• A61F2/2415

  Manufacturing methods · CPC title

• A61L27/00

  Materials for {grafts or} prostheses or for coating {grafts or} prostheses (dental prostheses A61C13/00; shape or structure of prostheses A61F2/00; use of preparations for artificial teeth A61K6/80; artificial kidneys A61M1/14) · CPC title