title: A novel approach for synthesis of zwitterionic polyurethane coating with protein resistance.
abstract: We have developed a novel approach to introduce zwitterions into polyurethane for the preparation of antibiofouling coating. First, the thiol-ene click reaction between 2-(dimethylamino)ethyl methacrylate (DMAEMA) and 3-mercapto-1,2-propanediol (TPG) is used to synthesize dihydroxy-terminated DMAEMA (DMA(OH)2) under UV catalysis. The product has been proved by gel permeation chromatography (GPC), Fourier transform infrared spectrum (FT-IR), proton nuclear magnetic resonance ((1)H NMR), and high resolution mass spectrometry (HRMS). DMA(OH)2 is then incorporated into polyurethane as side groups by polyaddition with diisocyanate and further reacts with 1,3-propane sultone to obtain the zwitterionic polyurethanes. The presence of sulfobetaine zwitterions side groups has been demonstrated by FT-IR and X-ray photoelectron spectroscopy (XPS). Thermal analysis indicates that the thermal stability is decreased with the increasing content of zwitterionions. The antibiofouling property of polyurethanes has been investigated by the measurement of adsorption of fibrinogen, bovine serum albumin (BSA), and lysozyme on the polyurethanes surface using quartz crystal microbalance with dissipation (QCM-D). The results show that the polyurethane coatings exhibit effective nonspecific protein resistance at higher content of zwitterionic side groups.
authors.affiliation: Department of Biomass and Leather Engineering, Key Laboratory of Leather Chemistry and Engineering of Ministry of Education and ‡Department of Pharmaceutics and Bioengineering, School of Chemical Engineering, Sichuan University , Chengdu, China 610065.
authors.forename: Chunhua
authors.initials: C
authors.lastname: Wang
authors.forename: Chunfeng
authors.initials: C
authors.lastname: Ma
authors.forename: Changdao
authors.initials: C
authors.lastname: Mu
authors.forename: Wei
authors.initials: W
authors.lastname: Lin
mesh_terms: D000327:Adsorption; D000818:Animals; D057219:Biofouling / Q000517:prevention & control*; D002417:Cattle; D057930:Click Chemistry; D006801:Humans; D008689:Methacrylates / Q000737:chemistry; D011140:Polyurethanes / Q000138:chemical synthesis* / Q000737:chemistry* / Q000494:pharmacology; D011506:Proteins / Q000737:chemistry*; D013438:Sulfhydryl Compounds / Q000737:chemistry
chemical_list: D008689:Methacrylates; D011140:Polyurethanes; D011506:Proteins; D013438:Sulfhydryl Compounds