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The Friedel-Crafts Synthesis Of Organic Semiconductors And Optoelectronic Properties Base D On 9-phenyl-9h-fluoren-9-ol

Posted on:2014-08-06Degree:MasterType:Thesis
Country:ChinaCandidate:Z Z YuFull Text:PDF
GTID:2381330491955571Subject:Polymer Chemistry and Physics
Abstract/Summary:
Recently,organic semiconductor has attracted an extensively attention for its nearly infinite process feature,in compared with inorganic counterpart.The design and environmentally synthesis of organic semiconductive material acts as one of the most research interests in organic optoelectronics.A hot topic is design and synthesis of fluorene-based semiconductor taking the advantages of high fluorescent efficiency and facile modification et,al.,which is wildly application in the field of light emitting diodes,laser,photovoltaic,field effect transistor,sensor and memory devices et,al..As a key building block of numerous of fluorene-based organic semiconductors,the diaryl-fluorene exhibits a good commercial perspective with unique electric property and the nonplanar configuration in space.A great effort has been devoted to the investigation of diaryl-fluorene in developing novel molecular structures with new functionality.Until now,the classical synthesis of diaryl-fluorene requires multi-steps reactions and heavy-metal catalysis,such as Still,Sinogashira coupling et,al..Herein,a series of high efficiency emitted fluorene-based oligomer with hydroxyl group was constructed,according to the previous work.Whereafter the environmental friendly F-C reaction with high reaction activity was utilized as the major method toward a series of interrupted conjugated polymer(as so-called F-C Polymerization)with 3D topological configuration,using Trifluoromethanesulfonic acid(Luis acid)as the catalyze.Finally,the F-C reactivity of 9-phenyl-9-florene-ol was introduced into the modification of conjugated polymer,where the MEH-PPV as a typical optoelectronic material was chosen as the basic reagent.A series polymer structures with bulk phcnyl-florcne modified MEH-PPV was obtained via F-C reaction,where the phenyl-florene acted as the steric hindrance moiety.The F-C post-functionalization strategy gave out the additive spectra and thermal property variation.To get further inside of the supramolecular effect of intra or inter-molecular interactions in fluorine oligomers the self-assembly morphology was investigated,as a result of the hydrogen bonding between two neighbor molecules.Both of the solution and solid film exhibited rather high PL quantum efficiency according to the UV-vis absorbance&fluorescent emission.The as prepared WGM laser devices,by blend the gain medium fluorine oligomers with PMMA as the solid solution,performed as a violet and blue laser emission with a half-peak width<1 nm,respectively.The as prepared interrupted conjugated polymer by F-C polymerization gave out a typical FET nonvolatile memory property.The F-C post-functionalized MEH-PPV displays an interesting spectra dependence with dif-ferent modification ratio,which indicated the tuning of intra/inter molecular charge transfer and(/or)energy transfer due to the incorporation of the bulk steric hindrance moiety.
Keywords/Search Tags:Friedel-Crafts reaction, organic semiconductor, OFET memory, organic laser, polymer modification
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