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Synthesis and Characterization of Fluorene-containing Light-emitting Materials

Author: ZhouYun
Tutor: LiuChengMei;QiuJinJun
School: Huazhong University of Science and Technology
Course: Polymer Chemistry and Physics
Keywords: 9,9 - bis ( methoxycarbonyl group ) fluorene Michael addition Poly 9,9 - bis ( methoxy carbonyl ethyl) fluorene 1,6 - hexanediol diacrylate Melt polycondensation
CLC: O621.3
Type: Master's thesis
Year: 2007
Downloads: 151
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Abstract


Polyfluorene and its derivatives are the most important one of the light emitting material , and due to having a wide energy band gap, high luminous efficiency , and other characteristics , much of the various aspects of concern . Synthesized in this work 9,9 - bis ( methoxy carbonyl ethyl) fluorene and polyethylene 9,9 - bis ( methoxycarbonyl- ethyl) fluorenyl -1 ,6 -hexanediol diacrylate , and the structure and performance of the system Characterization . First, benzyl trimethyl ammonium hydroxide catalyzed Michael addition method , fluorene and methyl acrylate was synthesized from 9,9 - di ( methoxycarbonylethyl ) fluorene . In introducing two methoxycarbonylethyl , under the premise does not cause significant steric hindrance to affect the main chain conjugated to improve polyfluorene - based electroluminescent materials the solubility of the fluorenyl the rigid planar biphenyl structure 9 carbon and processing performance. Secondly, 9,9 - bis ( methoxycarbonyl- ethyl)- fluorene , and 1,6 - hexanediol, is a monomer , Sb2O3 as a catalyst , was synthesized by the method of melt polycondensation of poly 9,9 - bis ( methoxy carbonyl ethyl ) fluorene, 1,6 - hexanediol diacrylate, small molecule electroluminescent light emitting material of the polymer , and improve the processing performance of the material . By elemental analysis , infrared spectroscopy , 1H NMR , UV absorption spectroscopy , fluorescence spectroscopy , X-ray diffraction techniques , GPC , DSC and TGA techniques of product structure , optical properties , crystal structure , molecular weight , and thermal properties were characterized . The results showed that: (1) Synthesis of 9,9 - bis ( methoxycarbonyl- ethyl)- fluorene . Appropriate reaction conditions : reaction temperature 80 ° C , reaction time 60 min ; yield : 75% ; Melting point : 79 to 81 ° C ; elemental analysis : C 74.66% (74.54%), H 6.41% (6.55%), O 18.93% ( 18.91% ) . (2) Synthesis of poly - 9,9 - bis ( methoxycarbonyl- ethyl) fluorenyl -1 ,6 -hexanediol diacrylate . Suitable polymerization conditions : the polymerization temperature 250 ℃, polymerization time 24h ; the Tg of the glass transition temperature : 8 ° C . (3) The product of the UV absorption spectroscopy, fluorescence spectroscopy , and thermal analysis results show that as the compound contains large amounts of fluorene and its derivative group coupled in a conventional solvent excellent solubility and film-forming properties , and good thermal stability they are likely as an electroluminescent polymer material application .

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CLC: > Mathematical sciences and chemical > Chemistry > Organic Chemistry > Organic Chemistry general issues > Synthetic organic chemistry
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