Synthesis And Properties Study Of Supramolecular Sensors Based-on Benzimidazole And Pillar[5]arene

After several decades of development,supramolecular chemistry has gradually from theory to application.Due to the specific functions and potential applications,it has attracted more attentions.On the basis of summarizing the literature work and the latest research progress of our group,we designed and synthesized a number of benzimidazole and pillar[5]arene supramolecular sensor molecules and researched theri ion recognition performance,which was divided into four chapters for discussion.Chapter 1 We summarized the origin and development of supramolecular sensors and emphatically introduce the research achievements and background of benzimidazole derivatives and pillar[5]arene which was an new generation macrocycle molecule in the filed of recognition.Chapter 2 By rational design,we designed and synthesized successfully a supramolecular sensor(L2)based on the benzimidazole binding with the fluorescent signal reporter naphthalic anhydride group.And we researched the Anion recognition capability.The results showed that the naphthalene groups of imidazole group and naphthalic anhydride formed supramolecular self-assembly structure by ?-? stacking.In addition,L2 could recognize cyanide high selectivity and high sensitivity in buffer solution,the detection limit of L2 to CN-is 8.82?10-7 M.The experimental data showed that the recognition mechanism is deprotonation and intramolecular charge transfer.Chapter 3 A water-soluble pillar[5]arene(P5)and guest molecule N2 were synthesized.P5 and N2 can be formed water soluble supermolecular complex P5N2 with a stoichiometric ratio of 1:2 through ?-? interaction and hydrogen bonding.The P5N2 can be specifically identified Al3+,otherwise the other ion like Hg2+,Ag+,Cd2+,Cr3+,Mg2+,Ca2+,Cu2+,Fe3+,Co2+,Ni2+,Pb2+,Zn2+,Ba2+,Tb3+,La3+ have no interference with the recognition of Al3+,the detection limit of P5N2 to Al3+ is 9.93?10-8 M.In addition,we studied the newly formed fluorescence sensor P5N2 Al ability of anion recognition.The results indicate that P5N2 Al can specifically recognize CN-,the other ion like Cl-,Br-,I-,H2PO4-,F-,Ac O-,HSO4-,Cl O4-,SCNhave no interference with the recognition of CN-,the detection limit of P5N2 Al to CN-is 2.29?10-7 M,It provides a new idea for the design of synthesis of supramolecular compounds recognize ions in aqueous systems.Chapter 4 A supramolecular sensor(P5BM)based on pillar[5]arene benzimidazole derivatives was synthesized,We discussed the ion recognition properties of it.The result showed that the host molecule can be identified in the aqueous phase "naked eye" and fluorescence identification Fe3+,the detection limit of Fe3+ in UV-absorption and fluorescence was 1.821 ×10-8 M and 6.115 ×10-8 M,respectively.Calculated by Bensi-Hildebrand show that Fe3+ and P5 BM formation of a complex ratio of 9.814 × 106 M-1.