Synthesis Of Functional Ionic Liquids And Their Utilization In Some Catalytic Reactions

Ionic liquid has been developed as a kind of new functional materials in these several decades.Compared with traditional organic solvent,ionic liquid has the strong salvation ability,low vapor pressure,high electrical conductivity,good catalytic activity and feasible designability and reusability.Therefore,it has shown numorous utilization in different fields.The design and synthesis of functional ionic liquids and the following development of their utilization reprecent the frontier of ionic liquid reasearches.As a part of the National Natural Science Found of China(No21373079),this dissertation focused on the design and synthesis of functionalized ionic liquids and their application in organic synthesis,the main research contents are as follows:(1)We designed and synthesized a series of ionic liquids with N,N-dimethyl ethanolamine or tetramethyl guanidine as cationic.Furthermore,we studied their application in the Knoevenagel-Michael reaction to synthesis dicoumarin and its derivatives.The research results showed that tetramethyl guanidine acetate can promote the reaction smoothly at room temperature without solvents.In the catalytic system,the group which is sensitive to acid also can be kept intact and the target compounds can get with excellent isolated yield.Ionic liquid can be easily recycled 5 times without significant activity loss.(2)We examined the catalytic activity of N,N-dimethyl ethanolamine and choline-based for the synthesis of xanthenedions.The effects of structure and dosage of ionic liquids on the catalytic reaction were investigated.The results showed that N,N-dimethyl ethanolamine acetate can catalyze the reaction smoothly with high isolated yields for the target compounds at room temperature.In addition,the reaction procedure is simple,the target products can be separated easily,the substrates have wide applicable scopes and the catalytic activity was not significantly reduced when catalyst was recycled after five times.It can also get good isolated yield when the reaction system was enlarged to a few grams scale.So,the catalytic system is expected to be applied to industry.(3)We designed and synthesized a series of hydroxyl ammonium and betaine-based ionic liquids,and investigated their performances in A3 coupling reaction.In the multicomponent reaction,we discussed the substrate ratio,reaction temperature and the dosage of ionic liquid on the influence of the reaction system.We found that betaine acetate can promote the multicomponent reaction effectively at room temperature,and the target compounds got excellent isolated yields in a relatively short time.The catalytic system has some prominent advantages than others,such as mild reaction condition,less dosage of ionic liquid,simple operation,wide substrate applicability.So,the catalytic system provides an effective and economic method for synthesis propiolic amine compounds.(4)A series of functional ionic liquids with betaine or choline cation were synthesized and their catalytic effect in the synthesis of acridine diketone compounds were developed.In the Hantzsch reaction,we surveyed the different ionic liquids,and the influence of the dosage of ionic liquids,the reaction temperature on the catalytic system.Finally,we found that betaine lactate had good catalytic effect on this reaction system.In addition,the substrate had a wide applicable scope,the isolated yields of target product were good,the catalytic activity of ionic liquid remains the same level after 5 reutilization cycles.