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1. 太原理工大学, 材料科学与工程学院
2. 太原理工大学, 理学院
3. 太原理工大学, 化学工程与技术学院,山西 太原,030024
收稿:2004-08-25,
修回:2004-12-16,
纸质出版:2005-03-20
移动端阅览
李洁, 王华, 郝玉英, 周禾丰, 刘旭光, 许并社. 1,5-萘二胺衍生物的合成及发光行为[J]. 发光学报, 2005,26(2): 247-252
LI Jie, WANG Hua, HAO Yu-ying, ZHOU He-feng, LIU Xu-guang, XU Bing-she. Synthesis and Photoluminescent Properties of 1,5-Naphthalene Diamine Derivative[J]. Chinese Journal of Luminescence, 2005,26(2): 247-252
通过在CuI的强碱溶液中Ullmann反应合成了纯度较高的1
5萘二胺衍生物NPN
制备了NPN薄膜.利用紫外/可见吸收光谱和荧光发射光谱的溶剂效应对化合物NPN的发光行为进行了研究
了解了该分子在基态和激发态时的性质.差热扫描法(DSC)测定其玻璃化温度(
T
g
)高达129.7℃
熔点达245.7℃.结果表明
NPN薄膜在365nm紫外光的激发下
产生发光峰在448.6nm附近、谱线带宽为72.6nm的蓝光发射
发光亮度高
色纯度高.该材料具有良好的热稳定性
期望通过设计合理的器件结构实现电致蓝光发射.同时NPN保持了TPD、NPB三苯胺的基本结构特征
具有较好的给电子性
而且引入1
5萘二胺结构单元
使结构更紧凑
有利于空穴迁移率的提高
也可望成为优良的空穴传输材料.
In recent years aromatic diamine derivatives with good photoluminescent and hole transporting properties have been widely used in organic electroluminescence devices. However
their layer represents the weakest link in the electroluminescent structure considering the thermal stability of these materials. In this paper
1
5-bis[N-(1-naphthyl)-N-phenyl] naphthalene diamine(NPN) with high purity was synthesized by liquid-phase Ullmann reaction and high quality film of NPN was formed on cleaned glass substrates by vacuum evaporation. NPN and its film were characterized by FTIR spectra
1H NMR spectra
UV absorption spectra and fluorescence spectra. Differential scanning calorimeter (DSC) showed NPN has high
T
g
(129.7℃) and T m (245.7℃). Photoluminescent properties of NPN were studied by solvent effects on UV absorption spectra and fluorescence spectra. Stokes shifts of compound NPN
solved in such solvents with different polarity as cyclohexane
chloroform and ethanol
were calculated based on Bilot-Kawski equation and they were 3496
5164 and 5402cm
-1
respectively. Distinct difference of dipole moment of NPN molecule between the ground state and excited state
which was 3.74D
showed that the charge transfer in NPN molecule occurred. In addition photoluminescent properties of NPN film were investigated by UV absorption spectra and fluorescence spectra. The results indicate that the synthetic route in NPN is efficient and safe. According to UV absorption spectra the long wave absorption peak
which has contribution to fluorescence
is attributed to charge transfer transition from nitrogen to aromatic ring. UV absorption spectra and fluorescence spectra of NPN in ethanol solvent and its film show that the absorption and emitting peak have red-shift. It is indicated the molecules of NPN in its film form "J-aggregate". NPN film can emit intense blue fluorescence with peak wavelength at 448.6nm and bandwidth of 72.6nm (Chromaticity coordinates:
x
=0.1677
y
=0.1400; Purity:0.7168) under UV excitation of 365nm. It is demonstrated that NPN is a good hole transporting material and blue electroluminescent material with good thermal stability.
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