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Some Nitrogen-containing Arylamino-porphyrin Compounds Synthesis, Characterization, And Spectral Performance

Posted on:2002-03-27Degree:MasterType:Thesis
Country:ChinaCandidate:Z M YinFull Text:PDF
GTID:2191360032454277Subject:Organic Chemistry
Abstract/Summary:PDF Full Text Request
4Polyarylamine compounds were widely used as hole transportationmaterials due to its lower ion potential (lp). They have played an important role inincreasing luminance efficiency and life of Organic Electro-luminescence devices.4Porphyrin compounds are firstly chosen as materials of fabricating red-emittingElectro-luminescence devices because they have high fluorescence and their?emitting light wavelength lies red-light district.IThe aim of this thesis is to synthesize and single out some newluminescence materials, so we synthesized five kinds of porphyrin compounds.The five porphyrins are all taken the tetraaminophenylporphyrin (TAPPH2) as~their basic skeleton. By means of synthesis, the H atom in 腘H2 was substituted~by alkyl or aryl group. Thus, the widely used material polyarylamine is combinedto the porphin ring. The conjugativity of the five porphyrlns enlarged and intra- orinter-molecular energy transferring become easier.This article is divided Into 6 sections. In exordlum, we simply introduce~ significance of the polyarylaminoporphyrin compounds synthesis, the study腎actuality of polyarylamlne, and reviewed the study of porphyrins as Organic~Electro-luminescence materials. The situation of polyarylaminoporphyrinIsynthesis is also mentioned in this exordium. In chapter 1, we have devised five polyarylaminoporphyrins as the target~molecular and analyzed the possible synthesis route and difficulties we may runacross in experiments. The instruments and reagents we have used are listed in Chapter 2. The4synthesis procedures of polyarylaminoporphyrins and their intermediate productsare also got a detailed depiction In this chapter. We have synthesized 17ii-compounds, 7 of which are never reported. 沏南大学有机化学98 a硕士学位论文 尹振明 In chapter 3,we discuss the synthesis method of polyarylaminoporphyrin: poyaryaminobenzadehyde and polyarylamine.丁he most appropriate synthesis method was brought foreard for polyaryamlnoporphyrin on the base of experiments.Through the study of Ive-polyarylamine compounds' mono·formylation reaction via vlsmerier reaction,we found out the best condition to the mono-formylation of polyaryhamlne.We also get a new synthesis route for N; N,N',N'-tetraphenylbenzidlne(TP). The nit6grated synthesis rout6s of the five polyarylaminoporphyrlns were illustrated in chapter 4.We analyzed the'HNMR,!R,MS and UVrvis spectrum data of the five polyarylamlnoporphyrins and their intermediate products and proved that this data are consistent to the structure of them. In Chapter t,the Uv川is spectrum of*theum five porphyrlns were compared WLh!一haph**以巾omh以一n(TPPHZ),!*haamhop卜*n以8porph歹1n(TA于瞩HZ)and tetra(N,N-di methylp-amino)phenylporphyrln's(TDMAPPHZ).We simulate the possible structure of every porphyrin and analyzed the distance change of di地rent atoms.The UVIVis spectrum'change was accounted for fFOm the view of molecuar structure and molecuar orbit combine to the experiment data....
Keywords/Search Tags:K.y word.:polyaryaminoporphyrin, synthesis, UVIVis spectrum.
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