Versatile surface biofunctionalization of poly(ethylene terephthalate) by interpenetrating polymerization of a butynyl monomer followed by “Click Chemistry”
Date
2011-11-27
Authors
Li, Lingdong
Zhao, Nan
Liu, Song
Journal Title
Journal ISSN
Volume Title
Publisher
Elsevier
Abstract
Biofunctionalization of poly(ethylene terephthalate) (PET) is crucial to its medical and biomedical
applications such as surgical drapes, vascular grafts and ligament prostheses. To furnish PET with an
alkynyl handle, N-(2-methylbut-3-yn-2-yl)acrylamide (MBAA) underwent photo-initiated copolymerization
with N,N0-methylenebisacrylamide (MBA) in methanol-swollen PET surface to form a 3-
dimensional interpenetrating network (IPN). The alkynyl handle terminated surface was denoted as
PMBAA-PET. A region-selective modification could be achieved using an engraved mask during the
photo-initiated copolymerization. Several functional azides including dansyl-azide 1, azido-5,5-
dimethyl-hydantoin analog 2, per-azido-b-cyclodextrin (per-azido-b-CD) and azido-Bovine Serum
Albumin (BSA-N3), were successfully bonded onto PMBAA-PET surface via Huisgen 1,3-dipolar cycloaddition.
Kinetic study of the heterogeneous “click” reaction between PMBAA-PET and 1 was investigated
using X-ray photoelectron spectroscopy (XPS) and elemental analysis. PMBAA-PET was rendered with
effective biocidal activity against a healthcare-associated methicilin-resistant Staphylococcus aureus (HAMRSA)
and a multi-drug-resistant Escherichia coli (MDR-E. coli) after 2 was conferred. Meanwhile,
accessible CD cavity was determined and the amount of covalently immobilized BSA protein was also
quantified after the respective “click” linkages of per-azido-b-CD and BSA-N3 on PMBAA-PET surface
were established.
Description
Keywords
Interpenetrating polymer network, Surface biofunctionalization, Antibacterial activity
Citation
Li, L.; Zhao, N.; Liu, S.* Versatile surface biofunctionalization of poly(ethylene terephthalate) (PET) by interpenetrating polymerization of a butynyl monomer followed by “click” chemistry. Polymer 2012; 53(1): 67-78.