Zhang Min, James S P
Department of Mechanical Engineering, Biomedical Engineering Program, Colorado State University, Fort Collins, CO 80523-1374, USA.
J Mater Sci Mater Med. 2005 Jun;16(6):587-93. doi: 10.1007/s10856-005-0536-x.
A series of melt-processable hyaluronan (HA) esters were synthesized for potential biomedical applications (e.g., hot molding with thermoplastic ultra high molecular weight polyethylene for total joint replacements or molding tissue engineering scaffold). A silylated complex of HA with cetyltrimethylammonium cations (silyl HA-CTA) was used as the starting material. The reactions were performed with acid chlorides as the acylation agents in xylenes or no solvent other than the acid chloride. The disappearance of all characteristic FT-IR vibration bands associated with the -OSi(CH3)3 groups and the appearance of the strong ester carbonyl peak at 1753 cm-1 demonstrated the success of esterification. Thermoplasticity was achieved when the length of aliphatic chains in the HA esters was equal to or greater than 10 carbon atoms. It was found that the longer the ester chain, the lower the melting point; thus, to meet various needs different melting temperatures can be obtained by adjusting the acid chloride chain length.
合成了一系列可熔融加工的透明质酸（HA）酯，用于潜在的生物医学应用（例如，与热塑性超高分子量聚乙烯热成型用于全关节置换或成型组织工程支架）。以HA与十六烷基三甲基铵阳离子的硅烷化络合物（硅烷化HA-CTA）作为起始原料。反应以酰氯作为酰化剂，在二甲苯中或除酰氯外无其他溶剂的条件下进行。与-OSi(CH3)3基团相关的所有特征FT-IR振动带的消失以及在1753 cm-1处强酯羰基峰的出现证明了酯化反应的成功。当HA酯中脂肪链的长度等于或大于10个碳原子时可实现热塑性。发现酯链越长，熔点越低；因此，为满足各种需求，可通过调节酰氯链长获得不同的熔融温度。
