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Synthesis And Photoelectric Properties Of Aryl-substituted Cyclopentadiene Derivatives

Posted on:2016-02-16Degree:MasterType:Thesis
Country:ChinaCandidate:Y GaoFull Text:PDF
GTID:2308330461478766Subject:Chemical processes
Abstract/Summary:PDF Full Text Request
Organic light emitting diode(OLED) have extensive application in the field of display owing to characteristic features such as simple construction, wide viewing angle, little energy consumption, high brightness and so on,which attract great interest in industry and academy.Presently, the existing blue materials get into trouble in fluorescence quantum efficiency,fluorescent lifetime,film forming property and so on,which hinder the development of full color display. In this study,aryl-substitued cyclopentadiene derivatives have been designed and synthesized with AIEE properties and ICT properties via regulating molecular energy levels and light emitting properties. Chemical structures,photoluminescence properties,electrochemical properties and electroluminescence properties have been investigated.Photoluminescence mechanism was studied by crystal structure analysis, vis-absorption and optical spectra changes and quantum chemical calculation. In addition, self-assembly behavior and photoluminescence properties of aryl-cyclopentadiene derivatives were studied.The main research contents are as follows:1Synthesis and characterization of aryl-substituted cyclopentadiene derivatives with AIEE properties. A series of novel blue light emitting materials based on cyclopentadiene,namely DPCP 1-3,have been synthesized by introducing thiophene and dibenzothiphene unit.In this section, the structures of three new molecules were characterized by NMR、NMR、 HRMS. Thermal stability,optical properties and electrochemical properties were also studied. The UV-vis absorption and the photoluminescent(PL) spectra show that DPCP1 and DPCP 3 exhibited typical aggregation-induced emission enhancement. The mechanism of AIEE properties were investigated by X-ray analysis,optical analysis and quantum chemical calculation. A simple device with three layer were fabricated by employing DPCP 3as emitting layer and the characterization results show that the turn-on voltage,brightness and efficience were 3.2V,2277cd/m^ and 0.42cd/A,respectively.2Synthesis and characterization of aryl-substituted cyclopentadiene derivatives with ICT properties. A series of novel blue light emitting materials based on cyclopentadiene, namely DPCP 4-6, have been synthesized by introducing diphenylamine, anthracene, and preen unit. In this section, the structures of three new molecules were characterized by ]H NMR,NMR,HRMS and X-ray analysis. Solvents effects show that DPCP 4-6 exhibited ICT properties and their fluorescence quantum efficiency were higher than that of the corresponding monomer structure. The ICT properties ofDPCP 4-6 were also investigated by quantum chemical calculation and their electrochemical properties and thermal stability were recorded. Three devices with three layers were fabricated by employing DPCP 5 and DPCP 6as emitting layer, respectively. It is worth noting that three devices show good electroluminescence performance with the tum-on voltage, brightness and efficiency of 1195cd/m^, 2895 cd/m^ and 1.2 cd/A ' 1.1 cd/A.3 Controllabe growth of nanostructures based on aryl-substituted cyclopentadiene derivatives DPCP 1-3 and characterization of optical properties. The nanostructures of three compounds were prepared by solvent evaporation and reprecipitation and control-morphology influenced by solvents were also investigated. The nanostructures were induced OD nanoparticles to ID nanoparticles transition by using different solvents. We analyzed the formation mechanism according to single crystals in detail. The relationship between morphology and photoelectric properties were investigated by photoluminescent(PL) spectra and fluorescence lifetime analysis.
Keywords/Search Tags:Organic electroluminescence, Cyclopentadiene derivatives, aggregation-induced emission enhancement, Intramolecular charge-transfer compounds, Organic micro- and nano-materials, Single crystal structures
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