Synthesis of the Novel Chiral Diblock Copolymer

• Main Authors: JIAN PING HUANG, 黃建評
• Other Authors: J. C. Tsai
• Format: Others
• Language: zh-TW
• Published: 2014
• Online Access: http://ndltd.ncl.edu.tw/handle/n4ew9s

碩士 === 國立中正大學 === 化學工程研究所 === 102 === Chiral Polymers possess unique physical, chemical and biochemical properties, and hence have been the focus of academy and industrial research because of their potential applications. To date, only a few synthetic main-chain chiral polymers are known because of the difficulty in the syntheses of chiral monomers. This paper reports the first syntheses of a series of new chiral diblock copolymers of the PBnMA-b-PLCG (poly(Benzyl methacrylate)-block-poly(L-Dicyclohexylglycolide)), which were synthesized from ring-opening-polymerization of a chiral diglycolide ester generated by hydrogenation of mandelic acid. The chiral diblock copolymer of PBnMA-b-PLCG (poly(Benzyl methacrylate) -block-poly(L-Dicyclohexylglycolide)) was prepared via the following synthetic steps:　　 1. The chiral monomer (dicyclohexylglycolide) was synthesized from the dimerization of hexahydromandelic acid, which was prepared by hydrogenation of the phenyl ring of the mandelic acid, using p-toluenesulfonic acid as the acid catalyst. 2. The OH-capped PBnMA was prepared by atom transfer radical polymerization of benzyl methacrylate using the hydroxyl-containing a-bromoester as the initiator. 3. The PBnMA-b-PLCG diblock copolymer was prepared by living ring opening polymerization of the chiral cyclic ester (dicyclohexylglycolide) using OH-capped PBnMA as the macroinitiator. The resulting chiral PBnMA-PLCG diblock copolymer was found to have a well-defined chemical structure as revealed by NMR and GPC and TEM analyses.