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合成了N-[(R)-α-叔丁氧基羰基苄基]甲基丙烯酰胺((R)-BCBMAM),通过自由基聚合法获得相应的光学活性聚合物(P(R-BCBMAM)),并以三氟乙酸为水解催化剂除去叔丁基而得到(P(R-CBMAM)).用1H-NMR,IR,CD和GPC对聚合物进行了结构表征,发现聚合溶剂和聚合物分子量对所得聚合物P(R-BCBMAM)的光学活性没有明显影响,P(R-BCBMAM)水解后光学活性有较大的改变.与单体相比,聚合物的比旋光度有较大的区别,且在对应于其侧基的紫外吸收处呈现明显不同于单体的Cotton效应,说明聚合物的主链可能形成了一定的二级结构.以P(R-BCBMAM)和P(R-CBMAM)制备的2种涂敷型高效液相色谱用手性固定相,对部分对映体具有一定的手性拆分能力.利用1H-NMR技术研究了上述2种聚合物与1,1’-联-2-萘酚(BINOL)的相互作用,它们对BINOL都具有良好的手性识别能力.
N - [(R) -α-tert-butoxycarbonylbenzyl] methacrylamide ((R) -BCBMAM) was synthesized and the corresponding optically active polymer (P (R-BCBMAM) (P (R-CBMAM)) with trifluoroacetic acid as a hydrolysis catalyst.The structure of the polymer was characterized by1H-NMR, IR, CD and GPC, and it was found that the polymerization solvent and polymer molecular weight The optical activity of the resulting polymer P (R-BCBMAM) was not significantly affected, and the optical activity of P (R-BCBMAM) after hydrolysis was greatly changed.Compared with the monomer, the specific rotation of the polymer was significantly different , And at the corresponding UV absorption of its side groups showed a cotton effect which was obviously different from the monomer, indicating that the main chain of the polymer may form a certain secondary structure.The P (R-BCBMAM) and P (R-CBMAM ), Two kinds of coated chiral stationary phases for HPLC were used for the chiral resolution of some enantiomers.H1-NMR techniques were used to study the interaction between the above two polymers and 1,1’- 2-naphthol (BINOL) interactions, which all have good chiral recognition of BINOL.