Vapor-Based Synthesis and Characterizations of Multi-Functional Poly-p-xylylene Coatings

• Main Authors: Ting-Ju Lin, 林庭如
• Other Authors: 陳賢燁
• Format: Others
• Language: zh-TW
• Published: 2013
• Online Access: http://ndltd.ncl.edu.tw/handle/49708841839320615266

碩士 === 國立臺灣大學 === 化學工程學研究所 === 101 === We used a straightforward process for the fabrication of a functional poly(p-xylylene) polymer coating via CVD copolymerization process from substituted [2,2]paracyclophanes. For the unique selective bioconjugtions, it can control the covalence of biomolecules and can apply in biology fields such as provide a more sophisticated mimicry of surface engineering for advanced biomaterials design. For the monofunctional poly(p-xylylene) polymer coating, We choosed a photodefinable polymer, poly(4-benzoyl-p-xylylene-co-p-xylylene), the photoactivated carbonyl groups of the polymer has the potential to enable light-induced cross-linking of molecules and can rapidly react via insertion into CH- or NH- bonds upon photo-illumination at 340 nm. Importantly, the process does not require any additional functional groups on the antifouling materials. Molecules including poly(ethylene glycol) (PEG; average Mn = 400), poly(ethylene glycol) methyl ether methacrylate (PEGMA), dextran, and ethanolamine are used in the study without further modification. The resulting antifouling properties are examined by conducting protein adsorption on surfaces. infrared reflection absorption spectroscopy (IRRAS) have confirmed the characteristics of the immobilizations of these fouling materials. Furthermore, we also used poly(4-benzoyl-p-xylylene-co-p-xylylene) to immobilize of antibacterial molecules, chlorhexidine(CHX), and the resulting are examined by biofilm experiment. In addition, we choosed two monofunctional poly(p-xylylene) polymers , poly(4-vinyl-p-xylylene-co-p-xylylene) and poly(4-N-maleimidomethyl-p-xylylene- co-p-xylylene), which both can react with thiol functional group. We examined and compared these thiol reactions by MTT Assay cell viability analysis. For the multifunctional poly(p-xylylene) polymer coating, We fabricate the bi-functional poly(p-xylylene) polymer coating, poly[(4-N-maleimidomethyl-p- xylylene)-co-(4-methyl-propiolate-p-xylylene)-co-(p-xylylene)], which is compatible with the simultaneous presentation of multiple biomolecules, and we examined these bioorthogonal reactions by cell culture experiment. In this communication, we extended the concept of chemical vapor deposition copolymerization to three distinct feeding sources of starting materials, thereby establishing a versatile and simple avenue toward tri-functional coatings, poly[(4-ethynyl-p-xylylene)-co-(4-N-maleimidomethyl- p-xylylene)-co-(trifluoroacetyl-p-xylylene)-co-(p-xylylene)]. FT-IR spectroscopy and X-ray photoelectron spectroscopy (XPS) are used to characterize the chemical structure and composition of this novel coating. Alexa Fluor-555 azide, fluorescein (FITC)-labeled cysteine, and Alexa Fluor-350 hydrazide were selected as model reporter molecules for the according conjugation reactions. The reported CVD copolymerization technology to prepare multifunctional coatings are not limited to the functionalities reported and are expected to extend to the established library of functional groups including alcohols, benzoyl, ketones, esters, alkenes, and aldehydes, and we foresee the potential uses in microfluidics, cell culture study, diagnostic devices, and implant devices.