Abstract
To solve the biofouling problem of polyvinyl alcohol (PVA) hydrogel as the artificial cornea, glycidyl methacrylate (GMA) and 2-hydroxypropyltrimethyl ammonium chloride chitosan (HACC) were grafted on the surface of PVA hydrogel via a new method of photoinduced electron transfer—reversible addition fragmentation chain transfer (PET-RAFT) polymerization and ring-open reaction. Both attenuated total reflectance Fourier transform infrared spectroscopy (ATR-FTIR), X-ray photoelectron spectroscopy (XPS), atomic force microscopy (AFM), scanning electron microscope (SEM), and thermogravimetric analysis (TGA) confirmed that GMA and HACC were successfully grafted on the surface of PVA hydrogel. A series of experiments to test the hydrophilicity of PVA hydrogel showed that it became hydrophobic due to the introduction of hydrophobic groups after grafting with GMA and HACC. In addition, cytotoxicity in vitro of PVA-g-p(GMA-HACC) hydrogel could be considered as not cytotoxicity according to ISO 10993-5: 2009. The anti-fouling property of hydrogel decreased after grafting with GMA due to the hydrophobic surface, while increased after grafting with HACC due to the steric repulsion of p(GMA-HACC) polymer brush. It’s no doubt that PET-RAFT was a feasible and reliable surface modification method which could be used in many biomolecules due to the excellent advantages.
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P. Li, X. Cai, D. Wang, S. Chen, J. Yuan, L. Li, and J. Shen, Colloids Surf. B, 110, 327 (2013).
B. Ozcelik, K. K. K. Ho, V. Glattauer, M. Willcox, N. Kumar, and H. Thissen, ACS Biomater. Sci. Eng., 3, 78 (2016).
B. Singh and L. Pal, J. Mech. Behav. Biomed. Mater., 9, 9 (2012).
S. Vijayasekaran, J. H. Fitton, C. R. Hicks, T. V. Chirila, G. J. Crawford, and I. J. Constable, Biomaterials, 19, 2255 (1998).
Z. Q. Gu, J. M. **ao, and X. H. Zhang, Bio-Med. Mater. Eng., 8, 75 (1998).
S. Horiike and S. Matsuzawa, J. Appl. Polym. Sci., 58, 1335 (2010).
J. Wang, C. Gao, Y. Zhang, and Y. Wan, Mater. Sci. Eng. C, 30, 214 (2010).
H. Jiang, Y. Zuo, L. Zhang, J. Li, A. Zhang, Y. Li, and X. Yang, J. Mater. Sci. Mater. Med., 25, 941 (2014).
Y. Hara, T. Matsuura, F. Taketani, M. Tsukamoto, Y. Nawa, M. Saishin, R. Kodama, and A. Yamauchi, Nippon Ganka Gakkai Zasshi, 102, 247 (1998).
K. Liu, L. I. Yubao, X. U. Fenglan, Y. I. Zuo, L. I. Zhang, H. Wang, and J. Liao, Mater. Sci. Eng. C, 29, 261 (2009).
A. W. Eckert, D. Gröbeb, and U. Rothe, Biomaterials, 21, 441 (2000).
C. Tyagi, L. K. Tomar, and H. Singh, J. Appl. Polym. Sci., 111, 1381 (2010).
G. Bayramoğlu, S. Akgöl, A. Bulut, A. Denizli, and M. Y. Arıca, Biochem. Eng. J., 14, 117 (2003).
A. Boujemaoui, S. Mazières, E. Malmström, M. Destarac, and A. Carlmark, Polymer, 99, S0032386116305687 (2016).
H. Kitanoa, K. I. Tokuwa, L. Li, S. Iwanaga, M. Nakamura, N. Kanayama, K. Ohno, and Y. Saruwatari, Eur. Polym. J., 48, 1875 (2012).
M. B. And and W. J. Brittain, Macromolecules, 35, 610 (2002).
X. Jiangtao, J. Kenward, A. Amir, S. Sivaprakash, and B. Cyrille, J. Am. Chem. Soc., 136, 5508 (2014).
J. Xu, K. Jung, and C. Boyer, Macromolecules, 47, 4217 (2014).
J. Meng, J. Li, Y. Zhang, and S. Ma, J. Membr. Sci., 455, 405 (2014).
J. Xu, Polym. Chem., 6, 5615 (2015).
N. Corrigan, J. Xu, and C. Boyer, Macromolecules, 49, 3274 (2016).
S. Campagna, F. Puntoriero, F. Nastasi, G. Bergamini, and V. Balzani, in Photochemistry and Photophysics of Coordination Compounds I, Springer-Verlag, Berlin Heidelberg, 2007, pp 117–214.
J. M. R. Narayanam and C. R. J. Stephenson, Chem. Soc. Rev., 40, 102 (2010).
P. Zhou, Y. **a, L. Jiang, Y. Zhang, C. Qiu, X. Yang, and S. Xu, RSC Adv., 6, 66938 (2016).
H. Wang, Y. Chen, K. Qian, Q. Guo, W. Shu, C. **, S. Wei, and Y. Wang, J. Macromol. Sci. A, 54, 1 (2017).
A. Chang, Iran. Polym. J., 24, 161 (2015).
X. U. **aofen, W. Ling, S. Guo, L. Lei, and T. Tang, Appl. Surf. Sci., 257, 10520 (2011).
Z. X. Peng, L. Wang, L. Du, S. R. Guo, X. Q. Wang, and T. T. Tang, Carbohydr. Polym., 81, 275 (2010).
L. Hui, D. Yumin, W. **, Int. J. Food Microbiol., 95, 147 (2004).
P. Zhou, X. Yan, W. **g, L. Chong, Y. Long, T. Wei, G. Shen, and S. Xu, J. Mater. Chem. B, 1, 685 (2013).
S. H. Hyon, W. I. Cha, and Y. Ikada, Polym. Bull., 22, 119 (1989).
Y. Heo, H. Im, S. Yun, and J. Kim, Macromol. Res., 20, 1271 (2012).
M. A. Ruyin, D. **ong, M. Feng, J. Zhang, and Y. Peng, Mater. Sci. Eng. C, 29, 1979 (2009).
M. C. Li, J. K. Lee, and U. R. Cho, J. Appl. Polym. Sci., 125, 405 (2012).
L. Zhang, J. Zheng, Y. Rong, C. Yang, L. Long, Y. Xu, Y. Chen, J. Wang, and Q. Yao, Med. Chem. Res., 27, 2231 (2018).
S. H. Noh, E. H. Kim, G. D. Han, J. W. Kim, Y. Ito, J. G. Lee, and T. I. Son, Macromol. Res., 25, 1192 (2017).
Z. Xu, J. Liao, H. Tang, and N. Li, J. Membr. Sci., 548, 481 (2017).
S.-A. Riyajan and Y. Sasithornsonti, J. Polym. Environ., 21, 472 (2012).
R. Huang, G. Chen, M. Sun, Y. Hu, and C. Gao, J. Membr. Sci., 286, 237 (2006).
L. Wei, X. Ling, and C. Qin, J. Mater. Sci., 45, 5915 (2010).
X. Xu, Y. Li, F. Wang, L. Lv, J. Liu, M. Li, A. Guo, J. Jiang, Y. Shen, and S. Guo, Int. J. Pharm., 453, 610 (2013).
M. Varga, T. Izak, V. Vretenar, H. Kozak, J. Holovsky, A. Artemenko, M. Hulman, V. Skakalova, S. L. Dong, and A. Kromka, Carbon, 111, 54 (2017).
M. K. Ashtiani, M. Zandi, P. Shokrollahi, M. Ehsani, and H. Baharvand, Polym. Adv. Technol., 29, 1227 (2018).
X. Pan, K. Zhu, G. Ren, N. Islam, J. Warzywoda, and Z. Fan, J. Mater. Chem. A, 2, 12746 (2014).
D. W. Zeng and C. K. Yung, Appl. Surf. Sci., 180, 280 (2001).
M. Outirite, M. Lagrenée, M. Lebrini, M. Traisnel, C. Jama, H. Vezin, and F. Bentiss, Electrochim. Acta, 55, 1670 (2010).
G. Beshkov, D. B. Dimitrov, S. Georgiev, D. Juan-Cheng, P. Petrov, N. Velchev, and V. Krastev, Diamond Relat. Mater., 8, 591 (1999).
Y. N. Singhbabu, P. Kumari, S. Parida, and R. K. Sahu, Carbon, 74, 32 (2014).
J. Zhang, Y. Li, F. Zhang, C. Hu, and Y. Chen, Angew. Chem. Int. Ed., 55, 1872 (2016).
K. Jia and Y. Chen, Chem. Commun., 54, 6105 (2018).
J. Phommalysacklovan, Y. Chu, C. Boyer, and J. Xu, Chem. Commun., 54, 6591 (2018).
C. K. Prier, D. A. Rankic, and D. W. C. Macmillan, Chem. Rev., 113, 5322 (2013).
C. Boyer, V. Bulmus, T. P. Davis, V. Ladmiral, J. Liu, and S. Perrier, Chem. Rev., 109, 5402 (2009).
S. Perrier, C. Barner-kowollik, J. F. Quinn, P. Vana, and T. P. Davis, Macromolecules, 35, 8300 (2002).
D. J. Enscore, H. B. Hopfenberg, and V. T. Stannett, Polymer, 18, 793 (1977).
Q. Tang, X. Sun, Q. Li, J. Lin, and J. Wu, J. Mater. Sci., 44, 3712 (2009).
G. Liu and J. Song, Polym. Int., 61, 596 (2012).
Z. L. Liu, H. Hu, and R. X. Zhuo, J. Polym. Sci. Part A: Polym. Chem., 42, 4370 (2004).
Geneva, Switzerland, International Organization for Standardization, 2009.
S. Lamponi, G. Leone, Consumi, G. Greco, and A. Magnani, J. Biomater. Sci. Polym. Ed., 23, 555 (2012).
S. Höhn, S. Virtanen, and A. R. Boccaccini, Appl. Surf. Sci., 464, 212 (2018).
S. I. Jeon, J. H. Lee, J. D. Andrade, and P. G. De Gennes, J. Colloid Interface Sci., 142, 149 (1991).
S. I. Jeon and J. D. Andrade, J. Colloid Interface Sci., 142, 159 (1991).
Y. He, J. Hower, S. Chen, M. T. Bernards, Y. Chang, and S. Jiang, Langmuir, 24, 10358 (2008).
S. Chen, L. Li, Z. Chao, and Z. Jie, Polymer, 51, 5283 (2010).
J. Yuan, J. Zhang, X. Zang, J. Shen, and S. Lin, Colloids Surf. B, 30, 147 (2003).
H. M. Zhu, L. Bo, L. Li, and S. Jian, Sci. China, Ser. B: Chem., 51, 78 (2008).
Y. Tamada and Y. Ikada, J. Colloid Interface Sci., 155, 334 (1993).
Y. Tamada and Y. Ikada, Polymer, 34, 2208 (1993).
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Acknowledgments: This work supported by the Shenzhen strategic emerging industry development funds financed Project (NYSW 201603241024196800), the natural science foundation of Guangdong province, China (2018A030310610) and Sanming project medicine in Shenzhen (SZSM201512039).
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Zhou, J., Lin, Y., Ye, L. et al. PVA Hydrogel Functionalization via PET-RAFT Grafting with Glycidyl Methacrylate and Immobilization with 2-Hydroxypropyltrimethyl Ammonium Chloride Chitosan via Ring-Open Reaction. Macromol. Res. 27, 1144–1154 (2019). https://doi.org/10.1007/s13233-019-7152-y
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DOI: https://doi.org/10.1007/s13233-019-7152-y