Antimicrobial coatings

Patent metadata

Field	Value
Publication number	US-12514960-B2
Application number	US-202318389597-A
Country	US
Kind code	B2
Filing date	Dec 19, 2023
Priority date	Jul 30, 2020
Publication date	Jan 6, 2026
Grant date	Jan 6, 2026

Abstract

Described are coatings for medical devices and methods of forming same.

First claim

We claim:

1 . A method of preparing an antimicrobial-coated catheter comprising:
forming a base coat by dissolving a mixture of tetrahydrofurfuryl acrylate, a monomer comprising a functional group amenable to further derivatization, an initiator and a solvent and polymerizing the mixture to form a base coat copolymer;
wherein the base coat copolymer is further modified to contain a plurality of reactive moieties; and
forming a top coat by dissolving at least one antimicrobial compound, a polymer, or a combination thereof;
wherein the top coat comprises a copolymer reaction product of a mixture comprising [2-(methacryloyloxy)ethyl]dimethyl-(3-sulfopropyl) ammonium hydroxide, 4-hydroxybutyl acrylate, an initiator and a solvent and polymerizing the mixture to form top coat copolymer; and
wherein the top coat comprises a decorated top coat formed from a reaction product of a mixture comprising the top coat copolymer reaction product and 2-isocyanatoethyl acrylate;
applying the base coat to the catheter; and applying the top coat to the catheter.

2 . The method of claim 1 , wherein said solvent comprises at least one of benzene, toluene, xylene, dimethylformamide, dimethyl sulfoxide, dioxane, 2-methyltetrahydrofuran, anisole, benzonitrile, chlorinated aromatic solvents, diisopropyl ether, diglyme, butanol, and combinations thereof.

3 . The method of claim 2 , wherein polymerizing is initiated by at least one of a reduction-oxidation, radiation, or heat.

4 . The method of claim 3 , wherein said initiator comprises azobisisobutyronitrile (AIBN) or a water soluble AIBN derivative, N,N,N′,N′-tetramethylethylenediamine, ammonium persulfate, benzoyl peroxides, and combinations thereof including azobisisobutyronitriles.

5 . The method of claim 4 , wherein said initiator is present at about 0.25% to about 2% w/w of the mass of the monomers in solution.

6 . The method of claim 3 , wherein polymerizing is initiated by radiation, applied with infrared, ultraviolet or visible light.

7 . The method of claim 1 , wherein said catheter comprises a urinary catheter.

8 . The method of claim 4 , wherein the water soluble AIBN derivative is 2,2′-azobis(2-methylpropionamidine) dihydrochloride, or 4,4′-azobis(4-cyanopentanoic acid).

9 . The method of 1 , wherein said functional group comprises at least one of hydroxyl, amine, carboxylic acid groups.

10 . The method of claim 1 , wherein the top coat comprises a top coat macromer formed from a reaction product of a mixture comprising the decorated top coat, benzophenone, and 1-hydroxycyclohexyl phenyl ketone.

11 . The method of claim 1 , wherein the base coat comprises a copolymer of tetrahydrofurfuryl acrylate and 4-hydroxybuyl acrylate.

12 . The method of claim 11 , wherein the base coat comprises a reaction product of a mixture comprising the copolymer, benzophenone, and 1-hydroxycyclohexyl phenyl ketone.

13 . The method of claim 1 , wherein said monomer comprising a functional group comprises hydroxyethyl methacrylate, hydroxyethyl acrylate, hydroxypropyl acrylate, hydroxypropyl methacrylate, hydroxybutyl acrylate, hydroxybutyl methacrylate, N-(3-aminopropyl) methacrylamide, 2-aminoethyl methacrylate, 2-aminoethyl methacrylamide, acrylic acid, methacrylic acid, beta-carboxyethyl acrylate, or a combination thereof.

14 . The method of claim 1 , wherein said antimicrobial compound comprises an anti-microbial small molecule, protein, polysaccharide, glycosaminoglycan, or polymer derivatized with polymerizable groups.

15 . The method of claim 1 , wherein said antimicrobial compound comprises at least one of silver-containing polymers, antibiotics, antimicrobial peptides, zwitterionic polymers, nitric oxide releasing polymers, enzymes, extremely hydrophilic polymers, and extremely hydrophobic polymers.

16 . The method of claim 1 wherein the top coat has a structure that is linear or branched.

Assignees

• Microvention Inc

Inventors

• Cruise Gregory M
• Plotkin Steve
• Vasek Petr

Classifications

• A61L29/16

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

• A61L2300/114

  Nitric oxide, i.e. NO · CPC title

• A61L2300/406

  Antibiotics · CPC title

• A61L2300/104

  Silver, e.g. silver sulfadiazine · CPC title

• A61L2420/08

  Coatings comprising two or more layers · CPC title