Hu Jiayou, Jiang Bingli, Gong Yongyang, Liu Yuanli, He Gang, Yuan Wang Zhang, Wei Chun
Key Laboratory of New Processing Technology for Non-ferrous Metals and Materials, Ministry of Education, Guangxi Key Laboratory of New Energy and Building Energy Saving, College of Materials Science and Engineering, Guilin University of Technology Guilin 541004 China
College of Pharmacy, Guilin Medical University Guilin 541004 China.
RSC Adv. 2018 Jan 2;8(2):710-716. doi: 10.1039/c7ra10174k.
A novel thermally stable and aggregation-induced emission (AIE) active compound, 2,2'-(([1,1'-biphenyl]-4,4'-diylbis(phenylazanediyl))bis(4,1-phenylene))bis(3,3-diphenylacrylonitrile) (BP2TPAN) was synthesized through a C-N coupling reaction between 2-(4-bromophenyl)-3,3-diphenylacrylonitrile (Br-TPAN) and ,'-diphenyl-1,4-phenylenediamine, under mild conditions using Pd(OAc) and P(-Bu) as a catalyst. The BP2TPAN was characterized by nuclear magnetic resonance spectroscopy, high resolution mass spectrometry and elemental analysis. The thermal analysis showed that the glass transition and decomposition temperatures (5% weight loss) are 96 and 414 °C, respectively. The fluorescent emission peaks changes at 540 and 580 nm upon grinding were attributed to a transformation from crystal to amorphous occurring by altering the condensed state. The photoluminescence quantum yield and fluorescence lifetime of the as prepared and ground samples were 74.3 and 8.4%, 3.4 and 5.1 ns, respectively. The difference of the luminous efficiency of before and after grinding samples indicates BP2TPAN has a high contrast more importantly, both doped and nondoped OLED devices emit different color, the doped one is highly efficient and its , CE, PE and EQE are up to 15 070 cd m, 11.0 cd A, 7.5 lm W, and 3.1%, respectively.
一种新型的热稳定且具有聚集诱导发光(AIE)活性的化合物,2,2'-(([1,1'-联苯]-4,4'-二基双(苯基亚氨基))双(4,1-亚苯基))双(3,3-二苯基丙烯腈)(BP2TPAN),通过2-(4-溴苯基)-3,3-二苯基丙烯腈(Br-TPAN)与4,4'-二苯基-1,4-苯二胺之间的C-N偶联反应,在温和条件下以Pd(OAc)₂和P(t-Bu)₃为催化剂合成。BP2TPAN通过核磁共振光谱、高分辨率质谱和元素分析进行表征。热分析表明玻璃化转变温度和分解温度(失重5%)分别为96和414℃。研磨后在540和580nm处荧光发射峰的变化归因于通过改变凝聚态从晶体到非晶态的转变。所制备样品和研磨后样品的光致发光量子产率和荧光寿命分别为74.3%和8.4%,3.4和5.1ns。研磨前后样品发光效率的差异表明BP2TPAN具有高对比度。更重要的是,掺杂和未掺杂的有机发光二极管器件发出不同颜色的光,掺杂器件效率很高,其电流效率、功率效率和外量子效率分别高达15070cd m⁻²、11.0cd A⁻¹、7.5lm W⁻¹和3.1%。