Antifouling and Antibacterial Properties Constructed by Quaternary Ammonium and Benzyl Ester Derived from Lysine Methacrylamide

• Published in: ACS applied materials & interfaces 2019-07, Vol.11 (28), p.25556-25568
• Main Authors: Lv, Jianhua, Jin, Jing, Chen, Jiayue, Cai, Bing, Jiang, Wei
• Format: Article
• Language: English
• Subjects: Acrylamides - chemistry; Anti-Bacterial Agents - chemistry; Bacteria - growth & development; Bacterial Adhesion; Biofouling - prevention & control; Esters - chemistry; Hydrophobic and Hydrophilic Interactions; Lysine - chemistry; Quaternary Ammonium Compounds - chemistry; Spectroscopy, Fourier Transform Infrared
• ISSN: 1944-8244; 1944-8252
• DOI: 10.1021/acsami.9b06281

Hemocompatibility and antibacterial property are essential for blood contact devices and medical intervention materials. In this study, positively charged quaternary ammonium (QAC) and hydrophobic benzyl group (OBzl) were introduced onto hydrophilic lysine methacrylamide (LysAAm) to obtain two monomers LysAAm–QAC and LysAAm–OBzl, respectively. The structure characterizations of LysAAm–QAC and LysAAm–OBzl were determined by proton nuclear magnetic resonance, Fourier transform infrared spectroscopy, and time-of-flight secondary ion mass spectrometry. LysAAm–QAC and LysAAm–OBzl were cografted onto a silicon wafer with different feeding ratios to construct antifouling and antibacterial properties. The results of fibrinogen adsorption and platelet adhesion proved that the modified sample with the feeding ratio of 3:7 had superior antifouling property. Furthermore, an antimicrobial test with both 2 and 24 h indicated that the modified sample with the feeding ratio of 3:7 had antibacterial ability. The antifouling property was provided by the high surface coverage of LysAAm–QAC and LysAAm–OBzl (91.49%) and the hydrophilic main structure LysAAm on LysAAm–QAC and LysAAm–OBzl (water contact angle was 43.6°). The antibacterial property was improved with the proportion of LysAAm–OBzl (43.6–58.5%) because the increasing hydrophobic OBzl enhanced the ability to insert into the membrane of bacteria and raise the bactericidal efficiency. In application, LysAAm–QAC and LysAAm–OBzl with the feeding ratio of 3:7 were grafted onto the surface of poly­(styrene-b-(ethylene-co-butylene)-b-styrene), and a bifunctional surface with antifouling and antibacterial properties was fabricated, which had promising applications in blood contact devices and medical intervention materials.