Antimicrobial-coated medical articles

Patent metadata

Field	Value
Publication number	US-9809717-B2
Application number	US-201113699345-A
Country	US
Kind code	B2
Filing date	May 25, 2011
Priority date	May 25, 2010
Publication date	Nov 7, 2017
Grant date	Nov 7, 2017

Abstract

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.

First claim

What is claimed is:

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.

Assignees

• Ali Mahfuza B
• Jing Naiyong
• Lirine Valeri
• Nagarkar Pradnya V
• Ylitalo Caroline M
• Lennhoff Nancy S
• Scholz Matthew T
• Parthasarathy Ranjani V
• 3M Innovative Properties Co

Inventors

• Ali Mahfuza B
• Jing Naiyong
• Lirine Valeri
• Nagarkar Pradnya V
• Ylitalo Caroline M
• Lennhoff Nancy S
• Scholz Matthew T
• Parthasarathy Ranjani V

Classifications

• C03C17/30 Primary

  with silicon-containing compounds · CPC title

• B05D3/02

  by baking {(B05D3/04 takes precedence)} · CPC title

• C08F230/08

  containing silicon · CPC title

• G06F3/041

  Digitisers, e.g. for touch screens or touch pads, characterised by the transducing means · CPC title

• C08F220/34 Primary

  Esters containing nitrogen {, e.g. N,N-dimethylaminoethyl (meth)acrylate} · CPC title