Poly(propylene oxide) modifications with end-coupling of functional groups for biomedical applications

• Main Authors: Chen-Yu Yeh, 葉振裕
• Other Authors: Yng-Jiin Wang
• Format: Others
• Language: zh-TW
• Published: 2007
• Online Access: http://ndltd.ncl.edu.tw/handle/03843612034952230925

碩士 === 國立陽明大學 === 醫學工程研究所 === 95 === The polymer chain of polypropylene oxide (PPO) contains two parts of different properties, one is the major hydrophobic chain PO, the other is the hydrophilic hydroxyl groups located at both ends of PPO. The two hydroxyl groups can be modified to obtain functional active groups. The aims of this study were to synthesize PPO with terminal COOH, CHO and NH2 groups, and thence used to modify collagen and hyaluronic acid. The PPO-COOH polymer was synthesized by PPO reacted with succinic anhydride at 1500c, PPO-CHO was obtained by PPO reacted with the DMSO/Acetic anhydride reagents, and PPO-NH2 was synthesized by PPO-CHO reacted with NH3 followed by the reduction with NaCNBH3. All of the PPO modified products thus obtained were confirmed by the data of FT-IR and NMR. The resulted PPO-COOH polymer and a commercial PPO-NH2 polymer were used to couple to collagen and hyaluronic acid, respectively. The carboxylic acid of PPO-COOH was activated by 1-ethyl-3-(3-(dimethylamino)propyl)carbodiimide hydrochloride (EDC)/ N-hydroxysuccinimide (NHS) and reacted with the amino groups of collagen fibrils. The resulted collagen-PPO was identified by IR absorption peak at 1100cm-1 (C-O), 1700cm-1 (C=O) and 2950cm-1 (CH3) and the slower mobility of collagen-PPO as shown in the SDS-PAGE. The coupling of 2HN-PPO-NH2 to HA was confirmed by absorption peak of PPO (fingerprint of PPO 800~1200 cm-1) in HA-PPO FT-IR spectra and the peak of PPO methyl group (around 1.2ppm) in HA-PPO NMR spectra. The PPO derivatives synthesized in this study could be very useful for the modifications of other biopolymers.