Surfaces and coating compositions having antifouling, antithrombotic, and antibacterial properties and methods of making
Inventors
Locklin, Jason J. • Liu, Qiaohong • Singha, Priyadarshini • Handa, Hitesh • Pant, Jitendra • Goudie, Marcus J. • Hopkins, Sean P.
Assignees
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Publication Number
US-12319828-B2
Publication Date
2025-06-03
Expiration Date
Abstract
Coating compositions, coated articles including the coating compositions, and methods of making the coating compositions and coated articles are provided. In some aspects, the coating compositions are applied to a substrate having nitric oxide-releasing properties. The coating compositions can include copolymers having crosslinking agents that can be activated with mild UV light (about 345 nm to 365 nm) to avoid damaging the substrate while creating strong covalent bonds to the substrate. The copolymers can include hydrophilic repeat units, and in particular zwitterionic repeat units such as repeat units containing phosphorylcholine groups. In some aspects, the coating compositions are applied to a surface of a polymer substrate, wherein the polymer substrate had nitric oxide releasing properties. The coating compositions and the coated articles can have antifouling, antithrombotic, and/or antibacterial properties.
Core Innovation
A method of coating a NO-donor substrate is described in which at least one surface of the NO-donor substrate is exposed to a polymer and then exposed to light energy so that the polymer covalently attaches to the at least one surface to form a coating. The polymer has a structure in which each occurrence of Z is a zwitterionic moiety, with defined relationships among A1, A2, and the covalent attachment to the substrate surface and a terminal "—OH" configuration.
R1, R2, R3, and R4 are defined as covalent bonds or linear or branched, substituted or unsubstituted alkyl diradical/alkyl groups, constrained by carbon counts and distribution parameters a, b, and c. In the described embodiments, ultraviolet light is used as the light energy, and the polymer is specified as an MPC copolymer having defined compositions and photo cross-linkable groups.
The disclosed approach creates medical-grade polymer coating surfaces combining SNAP (NO donor) with a surface-bound BPAM (quaternary ammonium antimicrobial). The document describes dual antibacterial activity from the combined NO donor and quaternary ammonium components, with NO diffusing to kill beyond contact and BPAM associated with direct membrane disruption at contact.
Claims Coverage
The provided independent claim is directed to a method of coating a NO-donor substrate by covalently attaching a zwitterionic polymer using light energy. The independent claim includes multiple inventive structural and method limitations, and the listed dependent claims refine these limitations by specifying ultraviolet light, exemplary NO-donor substrate types, MPC copolymer compositions, a defined S-nitroso-N-acetylpenicillamine loading range, and an additional pre-coating sequencing requirement.
Zwitterionic polymer with covalently attachable zwitterionic moieties
A polymer in which each occurrence of Z is a zwitterionic moiety, with defined A1/A2 attachment relationships and R1, R2, R3, and R4 as defined, constrained by parameters a, b, and c.
Light-energy exposure to covalently attach the polymer to the NO-donor substrate surface
Exposing the polymer to light energy, thereby causing the polymer to covalently attach to the at least one surface of the NO-donor substrate to form the coating.
Ultraviolet light as the light energy
Characterized in that the polymer is exposed to ultraviolet light as the light energy.
NO-donor substrate selected from exemplary NO-donor types
The NO-donor substrate includes an organic nitrate, a metal-NO complex, an N-nitrosamine, a S-nitrosothiol, or a combination of these.
MPC copolymer selection with defined compositions
The polymer is selected from one or more MPC copolymers having specified compositions.
Doping the polymer with S-nitroso-N-acetylpenicillamine within a defined weight range
The polymer is doped with S-nitroso-N-acetylpenicillamine at about 6% to about 11% by weight.
Additional pre-coating with at least one layer of polymer film
Further coating the NO-donor substrate with at least one layer of polymer film before combining it with a photo cross-linkable moiety.
Overall, the claim coverage centers on covalently attaching a zwitterionic polymer to a NO-donor substrate surface using light energy. The dependent refinements specify ultraviolet light, example NO-donor substrate classes, MPC copolymer selection, a defined S-nitroso-N-acetylpenicillamine weight-percent range, and sequencing that includes pre-coating with at least one layer of polymer film.
Stated Advantages
Active NO-mediated antimicrobial effects and passive antifouling via zwitterionic surface hydration.
Covalent bonding durability indicated by contact angle retention.
Reduced SNAP leaching.
Sustained NO flux over about 2 weeks.
Reduced protein adsorption.
High antibacterial efficacy against Staphylococcus aureus with substantial log reductions.
Enhanced antibacterial performance and sustained activity beyond 24 h in an embodiment combining SNAP with a surface-immobilized quaternary ammonium antimicrobial (BPAM) via UV photocrosslinking.
Near-complete killing efficacy for SNAP-BPAM coatings (≥99.62% killing efficacy) in live/dead fluorescence assays.
Dual antibacterial activity in which NO diffuses to kill beyond contact while BPAM acts via direct membrane disruption at contact.
Non-leaching hydrophilic NO surfaces.
Reduced platelet activation for blood-contacting devices.
Documented Applications
Coated articles using NO-donor substrates and zwitterionic photo cross-linkable polymers to provide antimicrobial effects and antifouling.
Embodiments combining SNAP with a surface-immobilized benzophenone-based quaternary ammonium antimicrobial (BPAM) to yield antibacterial performance and sustained activity beyond 24 h.
Antimicrobial testing against bacterial species including Staphylococcus aureus and Pseudomonas aeruginosa.
Medical-grade polymer film coatings combining SNAP (NO donor) with surface-bound BPAM antimicrobial functionality, with quantitative antimicrobial evaluation using live/dead fluorescence assays and discussion of bacterial aggregation patterns.
Blood-contacting devices using non-leaching hydrophilic NO surfaces to reduce platelet activation.
Antibacterial performance evaluation including adhesion and zone-of-inhibition testing, and discussion of biofilm eradication associated with NO diffusion.
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