Design, Synthesis And External Stimulus Responsive Properties Of Pillar [5] Arenes Functionalized Surface

Functional interface material is a kind of new material which can be response, reversibility, appreciable internal and external environment. It has perception, control and drive functions under the external stimulation (Such as:electricity, chemistry, optical, thermal, stress etc.). Pillar [5] arene is a kind of special calixarene which attracted much attention after reported by Ogoshi and his colleagues in 2008. Their rigid electron-rich cavity and high degree of symmetry makes them as good candidates as host molecules for various electron-deficient guests or other neutral molecules such as (bis)-imidazolium cations, viologen derivatives, alkanediamines,n-hexane, n-octyltrimethyl ammonium, and neutral bis(imidazole) derivatives. The chiral is widely distributed in nature and human bodies. How to distinguish the enantiomeric molecules is a hot issue in the field of chemical research. Combining with the functional interface materials and pillar [5] arene to build outfield stimulate functional supramolecular interface systems for recognition of chiral molecules is a very interesting research topic. Therefore, in this paper, we started from the molecular design, then the molecular assembly, fnally, to achieve molecular chiral recognition.First, because of the efficiency of the click reaction and special recognition of the triazole, we designed and synthesized a series of pillar[5]arene which with different number of alkynyl group. And a series of functional pillars [5] arene was got by clicking reaction. The result provides a basis for molecular recognition.Second, considering the rigid electron-rich cavity make the pillar[5]arene good candidates as host molecules for various electron-deficient guests. We designed and synthesized a pillar [5] arene molecule 14 with fluorescent groups. We modified the imidazolium ionic liquid to the gold interface. It was designed to thermal response interface switch with the pillar [5] arene.Third, since histidine could become imidazole salt ions when pH<6 and contain chiral center, we designed and synthesized a pillar[5]arene molecule 17 with optically active. And connected it to the silicon interface by click reaction, constructed chiral response supramolecular systems interface. Realized the chiral recognition of histidine.