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Synthesis And Optoelectronic Properties Of Anthracene-based Center Fluorescent Molecules Containing Electron Donor-acceptor

Posted on:2017-02-22Degree:MasterType:Thesis
Country:ChinaCandidate:B HuaFull Text:PDF
GTID:2271330503459794Subject:Polymer Chemistry and Physics
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Conjugated organic molecules have attracted much attention due to their potential applications in organic optical and optoelectronic fields, and much effort has devoted to the design and synthesis of new luminogens with unique structures and optoelectronic properties. The most interesting conjugated organic molecules are containing an electron donor(D), or electron acceptor(A) or electron donor-acceptor(D-A). In this paper, we report the synthesis and optoelectronic properties of a new anthracene-centered cruciform conjugated organic molecules containing electron donor-acceptor(D-A), 2,6-bis(9,9-di(2-ethylhexyl)fluorene-2-yl-vinyl-2)-9,10-bis(9-(2-ethylhexyl)carbazole-3-ylvinyl-2)anthracene(FCA), and the other conjugated organic molecules containing electron donor-acceptor(D-A),2-(4-tert-butylphenyl)amine-9,10-anthraquinone(SAQ) and 2,6-bis-(4-tert-butylphenyl)amine-9,10-anthraquinone(DAQ). We have characterized its basic AIE luminescence properties, thermal properties, cyclic voltammetry properties and electroluminescent properties by a series of test methods included fluorospectro photometer, ultraviolet spectrophotometer, electroluminescent spectrometer, DSC, TGA, cyclic voltammetry analyzer. Details are as follows:1. In the third chapter of this article, we design a new anthracene-centered cruciform conjugated organic molecules containing electron donor-acceptor(D-A),2,6-bis(9,9-di(2-ethylhexyl)fluorene-2-yl-vinyl-2)-9,10-bis(9-(2-ethylhexyl)carbazole-3-ylvinyl-2)anthracene(FCA), and report its optoelectronic properties. FCA was prepared by the Heck coupling 2,6-bis(diethoxylphosphorylmethyl)-9,10-dibromoanthracene and 9-(2-ethylhexyl)-3-vinylcabazole, followed by the Wittige-Horner reaction with 9,9-di(2-ethylhexyl)-2-formylfluorene. The existence of strongly twisted9,10-branch made FCA exhibit moderate aggregation-enhanced emission and piezofluorochromismand the intro, duction of numerous branched alkyl chains renderFCA with good solubility and film-forming ability. FCA could be used as solution-processed light-emitting layer to afford red emission with peak wavelength of 612 nm and maximal luminous efficacy of 1.3 cd/A.2. In the fourth chapter of this article, we design a new anthraquinone-centered cruciform conjugated organic molecules containing electron donor-acceptor(D-A),2-(4-tert-butylphenyl)amine-9,10-anthraquinone(SAQ) and 2,6-bis-(4-tert-butylphenyl)amine-9,10-anthraquinone(DAQ), 4-tert-butylphenyl-amine is a strong electron donor and anthraquinone is a strong electron acceptor. The maximum emission peak of SAQ and DAQ film are at 623 nm and 613 nm, respectively, which are the typical red light.The maximum emission peak of doped SAQ and DAQ film are at 596 nm and599 nm, respectively, which are blue shift of 15-25 nm. We prepared doped electroluminescent device and a non-doped electroluminescent devices using SAQ and DAQ as a light-emitting layer. The maximal luminous luminance, efficiency, the turn-on voltage and power efficiency of SAQ-based doped and non-doped device were 471.1 cd/m2, 0.55 cd/A, 4.4 V, 0.25 lm/W and 575.1 cd/m2, 0.23 cd/A, 5.4 V,0.08 lm/W, respectively. The maximal luminous luminance, efficiency, the turn-on voltage and power efficiency of DAQ-based doped and non-doped device were 748.7cd/m2, 1.37 cd/A, 4.7 V, 0.62 lm/W and 829.5 cd/m2, 0.73 cd/A, 4.6 V, 0.30 lm/W,respectively.
Keywords/Search Tags:Anthracene, Organic electron donor-acceptor fluorescent molecules, Electroluminescence, Aggregation-Induced Emission
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