高等学校化学学报Issue(3)：645-651,7.DOI:10.7503/cjcu20130743
手性温敏凝胶P（NIPAM-co-NALL）的制备及识别性能
Preparation and Recognization Property of Chiral Thermo-sensitive P(NIPAM-co-NALL) Hydrogels
摘要
Abstract
A series of novel thermo-sensitive hydrogels based on N-isopropylacrylamide( NIPAM) containing L-leucine groups was designed and synthesized for chiral recognition. L-Leucine used as chiral pool, the chiral monomer N-acryloyl-L-leucine methyl ester( NALL) was obtained by sterifization with methanol to protect car-boxyl group and then condensation with acryloyl chloride in the presence of trirthylamine in N,N-dimethylfo-mamid( DMF) and gave the chiral monomers N-acryloyl-L-leucine methyl ester( NALL) , whose structure was characterized by infrared( IR) and proton nuclear magnetic resonance ( 1 H NMR) . Then the subsequent co-polymerization was carried on between NALL as chiral recognition units, NIPAM and N,N’-methylenebisacry-lamide( MBAA) as linkage agent in the presence of azobisisobutyronitrile ( AIBN ) in ethanol with different mass ratios. The P(NIPAM-co-NALL) hydrogels were identified by IR. The swelling behavior, deswelling and reswelling kinetics of the chiral hydrogels were studied, and the results showed that all the P( NIPAM-co-NALL) hydrogels exhibited evident temperature-sensitivity. Due to the hydrophobicity of NALL incorporated into the structure of the chiral gels, the thermo-sensitivity of the chiral gels was lower than that of PNIPAM gel. The chiral selective adsorption and chiral recognition performance were also investigated by D, L-phenyl-alanine(D, L-Phe) as model drugs. The results indicated that compared with PNIPAM gel, the chiral gels performed higher adsorption rate and larger adsorption quantities for D-Phe enantiomers. Increasing the con-tents of chiral monomer or the controlling temperature would improve the chiral recognizable capacity and effi-ciency of resolution. Furthermore, P ( NIPAM-co-NALL ) hydrogels could be reused, which remained the chiral recognition property after three-times reuse although the absorption capacity decreased to 27.6% of the original.关键词
温敏凝胶/N-异丙基丙烯酰胺/L-亮氨酸/手性识别Key words
Thermo-sensitive hydrogel/N-Isopropylacrylamide/L-Leucine/Chiral recognization分类
化学化工引用本文复制引用
陈娇娇,侯蔺桐,蒋奕,张霞..手性温敏凝胶P（NIPAM-co-NALL）的制备及识别性能[J].高等学校化学学报,2014,(3):645-651,7.基金项目
国家自然科学基金(批准号:20904039和51003075)、天津市应用基础及前沿技术研究计划(批准号:10JCYBJC02900)和江南大学生态纺织教育部重点实验室基金(批准号:KLET1212)资助.@@@@ Supported by the National Natural Science Foundation of China(Nos.20904039,51003075), the Tianjin Research Program of Application Foundation and Advanced Technology, China(No.10JCYBJC02900) and the Open Project Program of Key Laboratory of Eco-textiles, Ministry of Education, Jiangnan University, China(No. KLET1212) （批准号:20904039和51003075）
