Font Size: a A A

Studies On Synthesis Of Substituted Anthracene Derivatives Using DMF And Methanol As Reagent Of Nucleophilic Addition

Posted on:2018-09-20Degree:MasterType:Thesis
Country:ChinaCandidate:M J YinFull Text:PDF
GTID:2321330512988521Subject:Organic Chemistry
Abstract/Summary:PDF Full Text Request
Substituted anthracene derivatives is a kind of important organic electrolum-inescent materials,which is widely used in various fields of OLED and molecular recognition.As the synthesis process and substituents introduced at the 9,10 position of the anthracene ring structure are different,the difficulty of the preparation process and productivity are not the same.In this paper,the feasibility and regularity of the nucleophilic addition reaction of dimethylamine as nucleophilic addition reagent to prepare the substituted anthracene derivatives were studied.In general,the catalyst for precious metal palladiumthe will be used to synthesise meso-substituted anthracene derivatives,and it will be completed after a multi-step reaction,however the experiment is in the condition of atmospheric pressure and sealing,which is feasible by one step.In the process,the N,N-dimethylformamide(DMF)play the role of solvent,and the decomposition of it is a nucleophilic addition reagent,not only effectively simplifies the operation equipment and reaction process,Shorten the synthesis time,a large extent to save the solvent,reduce the cost of the product;But also the experimental operation is simple,the reaction is not easy to introduce impurities and fewer side effects,the products are easy to be separated,Which provides a synthesis method of high efficiency,simple,convenient and low cost green for the synthesis of meso-substituted anthracene derivatives.This paper is divided into four parts:The first chapter is the literature review,the classification of the median substitution of anthracene derivatives in the field of application and domestic and international research on the situation,and on this basis,the paper proposed the purpose of this study and topic ideas.In the second chapter,the effects of various factors on the reaction purity such as time,temperature and type of base were investigated in the synthesis of 1-nitro-9,10-bis(dimethylamino)anthracene.In the experiment,it was found that the substrate is 5 mmol;DMF is 40 mL;the base is 15 mmol;water is 2 mL;the the purity of reaction product reached 97.0%at the reaction temperature of 120 ? for 3 h.Based on the favorable conditions,a series of substituted anthracene derivatives can be obtained in higher yield.In the third chapter,we try to compare the effect of methanol with water.The experimental results show that the anthracene can be obtained.Based on the analysis of the experimental results,we have summarized some preliminary understandings of the possible mechanism.The fourth chapter is the conclusion that we summed up the work done by us and pointed out that the feasibility and regularity of the nucleophilic plus reaction when the nitroanthraquinone as the substrate,dimethylamine as nucleophilic addition reagent to prepare the median substitution anthracene derivatives.The feasibility and regularity of the reaction,which promptes the field of anthracene chemistry and organic synthesis research have been expanded effectively.
Keywords/Search Tags:anthracene, nucleophilic addition, DMF, methanol
PDF Full Text Request
Related items