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Oxidation Of Sp~3C-H Bonds In N-alkyl-hydrazides And Synthesis And Characterizations Of 3D Printing Flexible Resin

Posted on:2018-10-23Degree:MasterType:Thesis
Country:ChinaCandidate:L ZhangFull Text:PDF
GTID:2371330518951649Subject:Organic Chemistry
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In this thesis,we have developed intramolecular functionalization of N-alkylhydrazide which proceeds via sp~3C-H bond oxidation sequence.This method allows efficient access to diversely substituted 1,3,4-oxadiazoles compounds from the corresponding N-alkylhydrazides in the presence of TBHP/CuBr.Furthermore,we also synthesized a flexible resin with UV-curable 3D printing,and characterized its variety of properties.The details were showed as follows:A direct construction of 2,5-disubstituted 1,3,4-oxadiazole derivatives was achieved by TBHP/CuBr induced sp~3C-H bond oxidation.The oxadiazole derivatives was formed in one step from accessible starting materials,avoilding tedious synthetic process.Based on the results of control experiments and reported CDCs,we have proposed a mechanism involving radical intermediates.In the presence of TBHP and Cu(I),the N-alkylhydrazide was oxidized to the corresponding N-acylhydrazone,Finally,an intramolecular C-O bond oxidative coupling provides the desired1,3,4-oxadiazole.Mechanistic studies have revealed that N-acylhydrazone is a key intermediate.3D printing technology in the industrial product design,especially in the field of digital product manufacturing applications,is becoming a trend.Material is the basis of 3D printing material,but it is also the current constraint of the development of 3D printing.We have studied and synthesized a UV-curable 3D printing flexible resin and characterized its variety of properties.After the characterization of its various properties,we found that the synthetic resin UV-curable properties and mechanical properties performed well.
Keywords/Search Tags:N-alkylhydrazide, N-acylhydrazone, 1,3,4-oxadiazole, 3D printing, flexible
PDF Full Text Request
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