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Based On The Construct Of Photoresponsive Calix[4]arene Surface And The Recognition Of Chiral Molecular

Posted on:2017-05-31Degree:MasterType:Thesis
Country:ChinaCandidate:Y X LiuFull Text:PDF
GTID:2271330488485526Subject:Chemical Engineering
Abstract/Summary:PDF Full Text Request
Chirality is the basic attributes of life, because of the different structures of three-dimensional enantiomers, which make it has different physiological properties in life. Chiral recognitions have a wide range of applications in biology, materials science and pharmaceutical engineering. In the process of life, chiral recognitions tend to happen on the cell membrane surface or enzyme reaction sites. In order to explore the chiral recognition of the life on surface, we often need to build functional material interface to realize chiral distinguish. The construction of the functional interface material, not only helps us to explore the origins of life in the process of the three-dimensional structure, but also to construct the bionic materials corresponding to the human body. The research of identification on functional interface often need the external stimulus, Through external stimulus, which can realize to control release molecules. As a kind of external stimulus, light not only has no pollution, easy control, but also has the reversible recognition of control and release molecular in particular area. The recognitions of small molecules and macromolecules on functional photoresponsive interface are becoming more and more mature, but the recognitions of chiral molecular on photoresponsive interface are rare reported. It’s still a challenge to combine the chiral recognition and optical responsive with interface, and constantly try to construct the highly chiral selectivity, light sensitive to chiral interface. Based on the above problems, we can build a kind of photoresponsive chiral interface to realize the chiral distinction. According to the characteristics of targrt molecule, design the chiral azobenze molecule to make recognition through the weak interaction.In this paper, due to the azobenzene molecules have good photoresponsive characteristics, and it’s configuration can be inversed under the control of 365 nm UV light. Combined with the mechanism of three sites of chiral recognition, we designed and synthesized the chiral azobenzene molecules, and through clicking reaction and alkynyl coupling reaction methods which were successful modified on the surface.First:we know that calix[n]arene has the characteristics of adjustable cavity, and easy to modify, so we synthesize a dimethylamine calix[4] arene molecules, modified it on interface by clicking reaction. Then through the ineraction between the host and guest, make the chiral zaobenze molecule assemble into the calix[4]arene. The terminal of azobenzene has make a inclusion compounds with calix[4]arene, while the chial side can be exposure to outside. Through 365 nm UV light can realize the control and released of chirality amino alcohol molecules.Second, based on calix[n]arene are easily derived, good cavity matching characteristics, we synthnize chiral azo calix[4]arene molecules, and modified its on gold interface to construct the functional chiral photorespnsive surface, which was regulated by ultraviolet to realize the identification of chirality naproxen molecules.
Keywords/Search Tags:host-guest interaction, calix[4]arene, azo, surface, chiral recognition
PDF Full Text Request
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