Chiral Enantoselective Resolutions By Composite Membranes Based On L-Tartaric Acid And Its Derivative With 1,3,5-Benzene Tricarboxylic Chloride

This thesis briefly introduced the chirality,the significance of chiral drug separation and the main chiral separation methods,focused on the chiral separation membranes and their materials.The main work was to prepare L-tartaric acid-1,3,5-benzene tricarboxylic chloride and L-tartaric acid n-pentyl ester-1,3,5-benzene tricarboxylic chloride composite membranes that the eantioselective characteristic was studied.The L-tartrate-1,3,5-benzene tricarboxylic chloride composite membrane was prepared by interfacial polymerization with polyethersulfone membrane as the basal layer,L-tartaric acid as the chiral selective agent and 1,3,5-benzene tricarboxylic chloride as the cross-linking agent,in which the preparation conditions of membrane were optimized.The best enantioselectivity of membrane was obtained by dialysis at the feed concentration of 0.06 mg/m L D,L-phenylglycine at 20 ℃ and p H 7.0 for 24 h.The best extraction effect was 35.74 % e.e.value.The L-tartaric acid-1,3,5-benzene tricarboxylic chloride composite membrane could also separate D,L-p-hydroxyphenylglycine.The dialysis conditions were optimized by single-factor and orthogonal experiments,respectively.The separation result could reach 55.39 % e.e.with 2.94 % RSD.The best extraction separation was31.92 % e.e.with 3.66 % RSD.Similarly,the L-tartaric acid n-pentyl ester-1,3,5-benzene tricarboxylic chloride composite membrane was prepared,too.Under the condition of optimization,The maximum value of 56.36 % e.e.on the mambrane was got with RSD of 2.95 % for D,L-phenylglycine.Above experimental results showed that L-tartaric acid and its derivative were excellent chiral reagent,and they were good for the preparation of optical resolution solid membrane with the great development potential and industrial application prospect.