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Study On The Synthesis Method Of Organic Alcohol Amine And A Llene Compound

Posted on:2021-06-06Degree:MasterType:Thesis
Country:ChinaCandidate:S J ZhouFull Text:PDF
GTID:2481306122469074Subject:Chemistry
Abstract/Summary:PDF Full Text Request
With the development of CO2 capture,utilization and storage technology,alcohol amine solution has mature industrial application as the most widely used CO 2chemical absorbent.In recent years,du e to the characteristics of higher absorption rate and lower heat energy consumption,γ-hydroxydialkyl secondary amine has attracted more and more attention as an efficient alcohol amine absorbent.In the past,obtaining such alcohol amines through the amm onolysis reaction of halogenated alcohols has some disadvantages,including high proportion of amines,long reaction time,difficulty in obtaining raw materials and high synthesis cost.And the method through the Michael addition route of alkyl ketenes and primary amines has a low synthesis yield.In addition,alkyl ketenes are expensive,difficult to obtain,and have a pungent smell.Therefore,these methods are not suitable for large-scale industrial production.Allenes is a compound that contains a cumul ative diene structure.It has a variety of reaction characteristics,so that it can carry out a series of organic chemical reactions such as electrophilic addition,nucleophilic addition,cyclization reaction and so on.It is also widely used in the synthesis of natural products and drug molecules.Therefore,the synthesis of allene compounds also has important significance.The specific work of this article is as follows:1.We developed a synthetic route for the efficient synthesis ofγ-hydroxydialkyl secondary amines.In this route,β-hydroxybutanone was used as the starting material to react with p-toluenesulfonyl chloride to form 4-p-toluenesulfonyloxy-2-butanone,and then reduced the carbonyl group with sodium borohydride to generat e4-p-toluenesulfonyloxy-2-butanol,ultimately 4-p-toluenesulfonyloxy-2-butanol was reacted with primary amine to obtain the targetγ-hydroxydialkyl secondary amine at room temperature.The optimal conditions of the ammonolysis reaction were obtained as follows:no solvent,0.5 equivalent of potassium carbonate,room temperature and 5hour.Under optimal conditions,a series of target products were synthesized with a yield of 69-93%.The method has the advantages of the cheap and easily obtaining raw materials,simple and easy steps,mild reaction conditions and high reaction yield.2.Using calixarene to specifically recognize alkali metal ions,activated potassium hydroxide with calixarene to catalyze the isomerization of propargyl ether to form alkenes.By systematically examining the reaction conditions,the optimal reaction conditions were obtained as follows:using tetrahydrofuran as the solvent,the reaction temperature was 45℃,the reaction time was 4 h,0.2 equivalent potassium hydroxide,and 10 mol%calixarene.Under the optimal reaction conditions,a series of allene compounds were efficiently synthesized with a yield of 70-90%.In total,our method has the advantages of mild reaction conditions,cheap and easily obtained raw materials,high atom utilization rate,and high yield.
Keywords/Search Tags:Carbon dioxide, Alcohol amine absorbent, γ-hydroxydialkyl secondary amine, Calixarene, Allene
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