含呋喃和叔芳胺的共轭丙烯腈衍生物的合成及发光性质研究
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摘要
本论文共分四章,第一章综述了有机电致发光材料的研究进展；第二章介绍了钯催化C-N偶联反应及C-C偶联反应的研究进展；第三章研究了呋喃类丙烯腈衍生物的合成及发光性质；第四章研究了联苯类丙烯腈叔芳胺衍生物的合成及发光性质。
第一章首先概述了有机电致发光材料的发现和发展,介绍了有机发光材料的种类和应用,总结了近年来有机发光材料方面的研究进展。
第二章概述了钯催化C-N偶联反应及C-C偶联反应的研究进展,从反应体系以及配体的发展对近年来Hartwig-Buchwald反应以及Suzuki偶联反应的研究进展进行了总结。
第三章研究了利用Pd催化Suzuki偶联反应合成含呋喃类丙烯腈衍生物,并对其进行结构确证以及发光性质表征。
第四章利用Pd催化Hartwig-Buchwald偶联反应以及Suzuki偶联反应合成含联苯类丙烯腈叔芳胺衍生物,通过核磁共振氢谱、碳谱、红外、质谱等确证其结构,并用紫外及荧光测定了其发光性质。
This dissertation includes four chapters. Chapter one reviewed the development of the organic light-emitting materials; Chapter two is mainly the progress in palladium-catalyzed C-N coupling reaction and C-C coupling reaction; Chapter three is the synthesis and photophysical properties of novel biphenyl derivatives containing a furanacrylonitrile moiety; Chapter four is the synthesis and photophysical properties of novel acrylonitrile derivatives containing a triphenylamine moiety.
In chapter one, we made a summary of the discovery of organic electroluminescence. Then, we summed up their applications in the development of display technology. At last, we summarized the organic light-emmiting materials on the triarylamines from several important journals.
In chapter two, we reviewed the progress of palladium-catalyzed Hartwig-Buchwald coupling reaction and Suzuki coupling reaction mainly from the reaction conditions and ligands.
In chapter three, we reported the synthesis and photophysical properties of a series of novel furanacrylonitrile derivatives containing biphenyl groups.
In chapter four, we used the Buchwald-Hartwig cross coupling reaction and Suzuki coupling reaction to promote the synthesis of novel acrylonitrile derivatives containing a triphenylamine moiety, and we also studied their light emitting properties. Structures of products were characterized by FT-IR,1H NMR,13C NMR, MS and elemental analyses. The UV-vis absorption and photoluminescent (PL) spectra of the compounds were investigated.
第一章首先概述了有机电致发光材料的发现和发展,介绍了有机发光材料的种类和应用,总结了近年来有机发光材料方面的研究进展。
第二章概述了钯催化C-N偶联反应及C-C偶联反应的研究进展,从反应体系以及配体的发展对近年来Hartwig-Buchwald反应以及Suzuki偶联反应的研究进展进行了总结。
第三章研究了利用Pd催化Suzuki偶联反应合成含呋喃类丙烯腈衍生物,并对其进行结构确证以及发光性质表征。
第四章利用Pd催化Hartwig-Buchwald偶联反应以及Suzuki偶联反应合成含联苯类丙烯腈叔芳胺衍生物,通过核磁共振氢谱、碳谱、红外、质谱等确证其结构,并用紫外及荧光测定了其发光性质。
This dissertation includes four chapters. Chapter one reviewed the development of the organic light-emitting materials; Chapter two is mainly the progress in palladium-catalyzed C-N coupling reaction and C-C coupling reaction; Chapter three is the synthesis and photophysical properties of novel biphenyl derivatives containing a furanacrylonitrile moiety; Chapter four is the synthesis and photophysical properties of novel acrylonitrile derivatives containing a triphenylamine moiety.
In chapter one, we made a summary of the discovery of organic electroluminescence. Then, we summed up their applications in the development of display technology. At last, we summarized the organic light-emmiting materials on the triarylamines from several important journals.
In chapter two, we reviewed the progress of palladium-catalyzed Hartwig-Buchwald coupling reaction and Suzuki coupling reaction mainly from the reaction conditions and ligands.
In chapter three, we reported the synthesis and photophysical properties of a series of novel furanacrylonitrile derivatives containing biphenyl groups.
In chapter four, we used the Buchwald-Hartwig cross coupling reaction and Suzuki coupling reaction to promote the synthesis of novel acrylonitrile derivatives containing a triphenylamine moiety, and we also studied their light emitting properties. Structures of products were characterized by FT-IR,1H NMR,13C NMR, MS and elemental analyses. The UV-vis absorption and photoluminescent (PL) spectra of the compounds were investigated.
引文
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[2]Kallmann P M. Electroluminescence in organic. Appl. Phys. Lett.,1963,38: 2042.
[3]Tang C W, Vanslyke S A. Organic electroluminescent diodes. Appl. Phys. Lett., 1987,51 (12):913-915.
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[7]蒋智强,杨其,有机电致发光材料的研究进展及应用,工程塑料应用,2007,35(2)：65-69.
[8]Yang Y. Applied Physics Letters,1994,64 (10):1245-1247.
[9]Hatalis. Proceedings of the SPIE-The International Society for Optical Engineering,1997,3057:277-286.
[10]杨定宇,蒋孟衡,杨军,涂小强,有机电致发光材料研究进展,西南民族大学学报·自然科学版,2006,32(6)：1231-1235.
[11]Tong Q X, Lai S L, Chan M Y, Lai K H, Tang J X, Kwong H L, Lee C S, Lee S T. High Tg Triphenylamine-Based Starburst Hole-Transporting Material for Organic Light-Emitting Devices, Chem.Mater.2007,19,5851-5855.
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[13]Ge Z Y, Hayakawa T, Ando S J, Ueda M, Akiike T, Miyamoto H, Kajita T,and Kakimoto M.Solution-Processible Bipolar Triphenylamine-Benzimidazole Derivatives for Highly Efficient Single-Layer Organic Light-Emitting Diodes, Chem.Mater.2007,19,5851-5855.
[14]Li J Y, Ma C W, Tang J X, Lee C S, Lee S T, Novel Starburst Molecule as a Hole Injecting and Transporting Material for Organic Light-Emitting Devices, Chem.Mater.2005,17,615-619.
[15]Pron A, Baumgarten M, Mullen K. Phenylene Bridged Boron-Nitrogen Containing Dendrimers.Org. Lett.,2010,12(19):4236-4239.
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[18]Cremer J, Briehn C A. Novel high fluorescent triphenylamine-based oligothiophenes. Chem. Mater.,2007,19 (17):4155-4165.
[19]Holder E, Bea M W, Langeveld, Schubert U S. New trends in the use of transition Metal-ligand complex for application in electroluminescent device. Adv. Mater. 2005,17:1109-1121.
[20]Reyes R, et al. Chemical Physics Letters,2004,396:54-58.
[21]Yin S G, Hua Y L, Chen X H, et al. Improved efficiency of molecular organic EL devices based on supermolecular structure. Synth. Met.,2000,111:109-112.
[22]Baldo M A, O'brien D F, You Y, et al. Highly efficient phosphorescent emission from organic electroluminescent devices. Nature,1998,395:151-154.
[23]Zhou G J, Ho C L, Wong W Y, Wang Q, Ma D G, Wang L X, Lin Z Y, Marder T B, Beeby A, Manipulating Charge-Transfer Character withElectron-Withdrawing Main-Group Moieties forthe Color Tuning of Iridium Electrophosphors. Adv. Funct. Mater.2008,18:499-511.
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