Synthesis And Study On The Optical Properties Of Chiral Poly Maleimide Compounds

As one class of compounds having a cycloalkene structure of 1, 2-disubstituted, N-substituted maleimide polymers exhibit excellent physical and chemical properties, owing to the rigid five- numbered ring. As a consequence, the synthesis and study of N-substituted maleimide with an optical activity have been paid increasing attention in recent years.This paper includes the following two parts:(1) Synthesized compounds containing oxazoline functional groups, which can be used for the preparation of chiral initiator.In this paper, a series of oxazoline ring chiral compounds with different alkyl substudient((S)-FRDH) have been designed, synthesized and characterized by NMR and MS, while the optical properties were studied by method of circular dichroism.(2) In the research of polymerization of N-substituted maleimide and studied on the optical properties of N-substituted maleimide polymers.The compounds containing oxazoline functional groups reacted with butyl lithium to obtain an organic lithium initiator having an optically active(Li-(S)-FRDH), which could be used in the asymmetric homopolymerization and copolymerization reaction of N-substituted maleimide. All obtained optically active polymers showed specific rotations. The research results indicated optical rotation of the ortained polmers were attributed to asymmertric induction of the chiral initiators. In addition, the position of oxazoline ring in the main fluorene units and different substituted groups affect on the optical properties of N-substituted maleimide polymers have been studied as well. Results show that the optically active of polymers was greatlly influenced by the structure of the position of oxazoline ring in the main fluorene units of the chiral initiators, different substituted oxazoline initiator.As an organic strong base, DBU can cause the structure of succinamide unit to be turned over. The poly N-substituted maleic amide backbone is formed by the succinamide units, which may results in the interaction between DBU and chiral poly N- substituted maleic acid. In this paper, the influence of DBU on the optical activity of the chiral poly N-substituted was studied by using the circle two chromatograph(CD) and the high precision optical rotation. Results show that optical activity of poly N-substituted was enhanced by using of DBU, succinamide unit turned into a threo-diisotactic structure with additional optical activity and smaller steric hindrance due to the configuration turning, under the action of three-dimensional steric configuration changes.In this paper, we successfully synthesized the optical properties of N-substituted maleimide polymers inducted by new compounds containing chiral oxazoline functionnal groups, which paved a new path for the deve lopment of new chiral polymer.