Novel Anti-Biofouling Soft Contact Lens: I-Cysteine Conjugated Amphiphilic Conetworks via RAFT and Thiol-Ene Click Chemistry

被引:11
|
作者
Zhang, Chengfeng [1 ]
Liu, Ziyuan [1 ]
Wang, Haiye [1 ]
Feng, Xiaofeng [1 ]
He, Chunju [2 ]
机构
[1] Donghua Univ, Coll Mat Sci & Engn, Shanghai 201620, Peoples R China
[2] Donghua Univ, State Key Lab Modificat Chem Fibers & Polymer Mat, Shanghai 201620, Peoples R China
基金
美国国家科学基金会;
关键词
amphiphilic conetworks; anti-biofouling; click chemistry; reversible addition-fragmentation chain transfer polymerization; soft contact lens; SELF-ASSEMBLED MONOLAYERS; RADICAL POLYMERIZATION; NONSPECIFIC ADSORPTION; FUNCTIONAL POLYMERS; BLOCK-COPOLYMERS; MODEL CONETWORKS; GRAFTED PDMS; HYDROGEL; SURFACE; PROTEIN;
D O I
10.1002/mabi.201600444
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
A unique I-cysteine conjugated antifouling amphiphilic conetwork (APCN) is synthesized through end-crosslinking of well-defined triblock copolymers poly(allyl methacrylate)-b-poly( ethylene glycol)-b-poly(allyl methacrylate) via a combination of reversible addition-fragmentation chain transfer (RAFT) polymerization and thiol-ene "click" chemistry. The synthesized poly(ethylene glycol) macro-RAFT agent initiates the polymerization of allyl methacrylate in a controlled manner. The vinyl pendant groups of the precursor partially conjugate with I-cysteine and the rest fully crosslink with mercaptopropyl-containing siloxane via thiolene click chemistry under UV irradiation into APCNs, which show distinguished properties, that is, excellent biocompatibility, more than 39.6% water content, 101 barrers oxygen permeability, optimized mechanical properties, and more than 93% visible light transmittance. What's more, the resultant APCNs exhibit eminent resistance to protein adsorption, where the bovine serum albumin and lysozyme adsorption are decreased to 12 and 21 mu g cm(-2), respectively. The outstanding properties of APCNs depend on the RAFT controlled method, which precisely designs the hydrophilic/hydrophobic segments and eventually greatly improves the crosslinking efficiency and homogeneity. Meantime, the I-cysteine monolayer can effectively reduce the surface hydrophobicity and prevent protein adsorption, which exhibits the viability for antifouling surface over and under ophthalmic devices, suggesting a promising soft contact lens.
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页数:13
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