Multi-functional surface coating of implants

Patent metadata

Field	Value
Publication number	US-9943624-B2
Application number	US-201314646723-A
Country	US
Kind code	B2
Filing date	Nov 24, 2013
Priority date	Nov 30, 2012
Publication date	Apr 17, 2018
Grant date	Apr 17, 2018

Abstract

The invention provides novel surface coatings having surface polymer brushes with zwitterionic and antibiotics-conjugated side chains and synergistic anti-fouling and bactericidal properties. The surface coatings may be prepared using highly efficient surface-initiated “living” polymerization. The design of the surface polymer brushes are highly modular, allowing independent tuning of the anti-fouling and bactericidal properties, e.g., by varying the chemical nature of the zwitterionic motif and the antibiotic agent, the chemistry through which the antibiotic agent is conjugated to the polymer side chains, the molecular weight of the polymer brushes (e.g., thickness of coating and density of respective functional motifs), and the spatial arrangement of the respective functional motifs (e.g., homopolymers, block copolymers, random copolymers) to achieve optimal and sustained anti-infection outcome for a given application.

First claim

The invention claimed is:

1. A co-polymer comprising repeating units having structures of:

wherein
R 1 , R 3 each is independently a hydrogen, alkyl, alkyloxy;
R 2 , R 4 each is independently a hydrogen, (C 1 -C 15 ) alkyl, (C 1 -C 15 ) alkyloxy;
L z is a linking group;
L ab is a linking group;
R z is a pendant group comprising a zwitterionic group; and
R ab is a pendant group comprising an antibacterial moiety,

wherein the antibacterial moiety is vancomycin or a derivative thereof.

2. The co-polymer of claim 1 , wherein the co-polymer comprises the structure:

wherein each of m, n, p, and q is an integer selected from about 0 to about 500.

3. The co-polymer of claim 1 , wherein the zwitterionic group is selected from phosphorylcholine, sulfobetaine, and carboxybetaine.

4. The co-polymer of claim 2 , comprising repeating units of structures:

wherein
L z is a linking group; and
L ab is a linking group.

5. The co-polymer of claim 4 , wherein the co-polymer comprises the structure:

wherein each of m, n, p, and q is an integer selected from about 0 to about 500.

6. The co-polymer of claim 5 , wherein each of R 1 , R 3 , R 2 , and R 4 is hydrogen.

7. The co-polymer of claim 5 , wherein at least one of R 1 , R 3 , R 2 , and R 4 is not hydrogen.

8. The co-polymer of claim 6 , wherein each of L z and L ab is independently—(CH 2 ) i —, wherein i is an integer from about 1 to about 20.

Assignees

• Univ Massachusetts Medical School
• Univ Massachusetts

Inventors

• Song Jie
• Liu Pingsheng
• Ayers David C

Classifications

• C08F220/387

  and containing nitrogen and oxygen · CPC title

• C08F293/005

  using free radical "living" or "controlled" polymerisation, e.g. using a complexing agent · CPC title

• C09D133/08

  Homopolymers or copolymers of acrylic acid esters · CPC title

• A61L31/022

  Metals or alloys · CPC title

• A61L2300/404

  Biocides, antimicrobial agents, antiseptic agents · CPC title