Antimicrobial-coated medical articles
The disclosure provides polymers having antimicrobial activity and articles with the polymers coated thereon. The polymers include a first pendant group comprising a first cationic component, a second pendant group comprising a nonpolar component, and a third pendant group comprising an organosilane component. The disclosure also includes methods of coating medical device articles and body fluid-receiving substrates with the antimicrobial polymers. The methods further include the use of adhesion-promoting components.
1. An article comprising:
a coating composition comprising a vinyl polymer having a plurality of pendant groups comprising
a first pendant group comprising a cationic component selected from the group consisting of a quaternary amine component, protonated tertiary amine component, and a protonated secondary amine component;
a second pendant group comprising a nonpolar component wherein the second pendant group is selected from the group consisting of linear or branched alkanes, alkaryl, aralkyl, aromatic groups, and combinations thereof; and a third pendant group
a third pendant group comprising a first organosilicon component;
wherein the vinyl polymer does not comprise a pendant group that comprises a carboxylate group; and
a medical device comprising an elastomeric first substrate having a patient-contact first surface and a second surface;
wherein the vinyl polymer is durably adhered to the patient-contact first surface, wherein the composition is free of inorganic filler; and
wherein the coating composition was deposited and cured with an additional free silane present in the coating composition; wherein the additional free silane is a quaternary ammonium silane or protonated tertiary amino silane having at least one straight or branched chain alkyl of 6-22 carbon atoms.
2. The article of claim 1 , wherein the composition further comprises an adhesion-promoting component.
3. The article of claim 1 , wherein the vinyl polymer does not comprise a pendant group that includes an alkoxylate chemical group.
4. The article of claim 1 wherein, in the vinyl polymer, the ratio of cationic amine molar equivalents to organosilicon molar equivalents is about 0.1:1 to about 10:1.
5. The article of claim 1 , wherein at least one of the pendant groups comprises a fluorochemical.
6. The article of claim 1 , wherein the first substrate further comprises a durable metal oxide layer on the first surface, wherein the metal oxide layer comprises an oxide of silicon, zirconium, aluminum, or a combination of any two or more of the foregoing metal oxides; wherein the vinyl polymer is adhered to the metal oxide layer.
7. The article of claim 1 , wherein the second surface of the first substrate is adhered to a second substrate.
8. An article comprising:
a coating composition comprising a vinyl polymer having a plurality of pendant groups comprising
a first pendant group comprising a cationic component selected from the group consisting of a quaternary amine component, protonated tertiary amine component, and a protonated secondary amine component;
a second pendant group comprising a nonpolar component wherein the second pendant group is selected from the group consisting of linear or branched alkanes, alkaryl, aralkyl, aromatic groups, and combinations thereof; and
a third pendant group comprising a first organosilicon component;
wherein the vinyl polymer does not comprise a pendant group that comprises a carboxylate group; and
an elastomeric body fluid-contacting first substrate having a body fluid-contacting first surface and a second surface;
wherein the vinyl polymer is durably adhered to the body fluid-contacting first surface, and
wherein the composition is free of inorganic filler.
9. The article of claim 8 , wherein the coating was deposited and cured with an additional free antimicrobial silane component present in the composition.
10. The article of claim 8 , wherein the composition further comprises an adhesion-promoting component.
11. The article of claim 8 , wherein the vinyl polymer does not comprise a pendant group that includes an alkoxylate chemical group.
12. The article of claim 8 wherein, in the vinyl polymer, the ratio of cationic amine molar equivalents to organosilicon molar equivalents is about 0.1:1 to about 10:1.
13. The article of claim 8 , wherein at least one of the pendant groups comprises a fluorochemical.
14. The article of claim 8 , wherein the first substrate further comprises a durable metal oxide layer on the first surface, wherein the metal oxide layer comprises an oxide of silicon, zirconium, aluminum, or a combination of any two or more of the foregoing metal oxides; wherein the vinyl polymer is adhered to the metal oxide layer.
15. A method of making a coated article, the method comprising:
forming a first coating composition comprising a vinyl polymer having a plurality of pendant groups comprising
a first pendant group comprising a first cationic component selected from the group consisting of a quaternary amine component, protonated tertiary amine component, and a protonated secondary amine component;
a second pendant group comprising a nonpolar component wherein the second pendant group is selected from the group consisting of linear or branched alkanes, alkaryl, aralkyl, aromatic groups, and combinations thereof; and
a third pendant group comprising a first organosilicon component;
wherein the vinyl polymer does not comprise a pendant group that comprises a carboxylate group; and
wherein the first coating composition is free of inorganic filler; and
contacting the first coating composition with a first surface of a first substrate to adhere the vinyl polymer to the first surface;
wherein the first substrate comprises an elastomeric component of a medical device or an elastomeric body fluid-contacting substrate.
16. A medical device article comprising a coating wherein the coating is derived from:
a composition comprising a free silane component and a vinyl polymer having a plurality of pendant groups comprising
a first pendant group comprising a first quaternary ammonium component;
a second pendant group comprising a nonpolar component wherein the second pendant group is selected from the group consisting of linear or branched alkanes, alkaryl, aralkyl, aromatic groups, and combinations thereof; and
a third pendant group comprising a first organosilicon component;
wherein the vinyl polymer does not comprise a pendant group that comprises a carboxylate group;
wherein the vinyl polymer is durably adhered to a surface of the article; and
wherein the composition is free of inorganic filler.
17. The article of claim 1 , wherein the second pendant group comprising the nonpolar component renders the vinyl polymer more hydrophobic than a polymer without the nonpolar component.
18. The article of claim 1 , wherein the vinyl polymer is water insoluble.