Durable photopolymerizable cross-linked anti-fouling coatings

Patent metadata

Field	Value
Publication number	US-11525069-B2
Application number	US-201716312448-A
Country	US
Kind code	B2
Filing date	Jun 24, 2017
Priority date	Jun 24, 2016
Publication date	Dec 13, 2022
Grant date	Dec 13, 2022

Abstract

Durable, anti-fouling, crosslinked zwitterionic coatings that are grafted to the surface of a substrate through covalent bonding are disclosed. When exposed to a light source, zwitterionic monomers react with a crosslinker and with activated radicals at the surface of the substrate, simultaneously forming the crosslinked zwitterionic coating and anchoring it to the surface of the substrate. Photomasking techniques can be used to micropattern the zwitterionic coatings. The zwitterionic coatings can be applied to a variety of substrates, including medical devices and systems.

First claim

The invention claimed is:

1. A method for producing a cross-linked anti-fouling coating on at least one surface of a component of a medical system comprising:
pre-treating the surface with a substance to promote adhesion of the coating;
applying a liquid that contains a zwitterionic monomer to the surface of the component of the medical system; and
polymerizing the zwitterionic monomer in the presence of a crosslinker under a light source to form a cross-linked zwitterionic polymer coating, wherein the crosslinker is selected from the group consisting of ethylene glycol dimethacrylate (EGDMA), poly(ethylene glycol) di(meth)acrylate (PEGD(M)A), propylene glycol diacrylate, bisphenol A ethoxylate diacrylate, N,N′-methylenebis acrylamide, pentaerythritol tetraacrylate, 1,3-butylene glycol dimethacrylate (BGDMA), 1,4-butane diol diacrylate (BDDA), 1,6-hexane diol diacrylate (HDDA), hexanediol dimethacrylate (HDDMA), neopentylglycol diacrylate (NPGDA) and trimethylolpropane triacrylate (TMPTA).

2. The method of claim 1 , wherein the zwitterionic monomer contains a phosphoryl choline moiety, a sulfobetaine moiety, a carboxybetaine moiety, or combinations thereof.

3. The method of claim 2 , wherein the zwitterionic monomer is selected from the group consisting of carboxybetaine methacrylate and sulfobetaine methacrylate.

4. The method of claim 1 , wherein the light source is ultraviolet (UV) light.

5. The method of claim 1 , wherein the surface is pretreated with a hydrogen abstraction photo initiator.

6. The method of claim 5 , wherein the hydrogen abstraction photo initiator is selected from the group consisting of camphorquinone, benzophenone, thioxanthone, 6,7-dichloro-5,8-quinolinedione, 1,4-naphthoquinone, naphthodioxinone-1,3-benzodioxole, their derivatives thereof, and mixtures thereof.

7. The method of claim 5 , wherein the light source simultaneously photoactivates the hydrogen abstraction photoinitiator and polymerizes the zwitterionic monomer to covalently bond the zwitterionic polymer coating to the substrate.

8. The method of claim 5 , further comprising using a photomask to cover a part of the surface of the component of the medical system to prevent the polymerization reaction on that part of the surface.

9. The method of claim 5 , wherein the liquid containing the zwitterionic monomer further comprises an additional photoinitiator.

Assignees

• Univ Iowa Res Found

Inventors

• Cheng Elise Lin
• Guymon C Allan
• Hansen Marian R
• Leigh Braden

Classifications

• A61L27/16

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

• A61L2300/404

  Biocides, antimicrobial agents, antiseptic agents · CPC title

• C09D4/00

  Coating compositions, e.g. paints, varnishes or lacquers, based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond {; Coating compositions, based on monomers of macromolecular compounds of groups C09D183/00 - C09D183/16} · CPC title

• A61L29/16

  Biologically active materials, e.g. therapeutic substances {(A61L29/048 takes precedence)} · CPC title

• A61L27/34 Primary

  Macromolecular materials · CPC title