光谱学与光谱分析 |
|
|
|
|
|
Synthesis and Spectral Properties of a Novel Fluorinated Triphenylamine Derivative |
XU Qing, XIONG Wei, WANG Qing-qi, GAN Ning |
State Key Laboratory Base of Novel Functional Materials and Preparation Science, Ningbo University, Faculty of Materials Science and Chemical Engineering, Ningbo 315211, China |
|
|
Abstract A novel fluorinated triphenylamine derivative, N,N,N′,N′-tetraphenyl-[2′,2″,3′,3″,5′,5″,6′,6″-octafluoro-p-quaterphenyl]-4,4-diamine (OFTPA), was designed and synthesized via the palladium-catalyzed Suzuki coupling reaction of 4,4′-dibromooctafluorobiphenyl with triphenylamine-4-boronic acid (yield: 67%). Its molecular structure was characterized by elemental analysis, melting points, FTIR and 1H NMR spectroscopy, and the main FTIR absorption peaks and 1H NMR spectral bands of the compound were assigned. The energy level structure and photoluminescence properties of OFTPA were investigated by UV-Vis absorption, fluorescence spectroscopy and cyclic voltammetry (CV). The UV-Vis spectroscopy results show that the maximum absorption peak wavelength of OFTPA film is 355 nm, and its optical band gap (Eg) determined from the obtained absorption spectra is 3.09 eV. The fluorescence spectroscopy results show that OFTPA film can emit intense blue fluorescence with a peak wavelength of 448 nm and a full width at half maximum (FWHM) of 68 nm under UV excitation at 365 nm. So it is a promising candidate for blue electroluminescent materials. The CV results show that the highest occupied molecular orbital (HOMO) energy level and the lowest unoccupied molecular orbital (LUMO) energy level of OFTPA are -5.41 and -2.32 eV, respectively, indicating that it has good hole transport property. The results give a reference to further application to organic optoelectronic device of the target compound.
|
Received: 2010-05-10
Accepted: 2010-08-20
|
|
Corresponding Authors:
XU Qing
E-mail: xuqing@nbu.edu.cn;xutsing20@sina.com
|
|
[1] Hindson J C, Ulgut B, Friend R H, et al. J. Mater. Chem., 2010, 20(5): 937. [2] Ghosh K, Saha I, Masanta G, et al. Tetrahedron Lett., 2010, 51(2): 343. [3] Babudri F, Farinola G M, Naso F, et al. Chem. Commun., 2007, (10): 1003. [4] Lou S, Yu J, Jiang Y, et al. Chin. Sci. Bull., 2008, 53(19): 2940. [5] Yu W L, Huang W, Heeger A J, et al. Chem. Commun., 2000, (8): 681. [6] ZHANG Li, ZHANG Qiu-yu, GAO Yun-yan, et al(张 力,张秋禹,高云燕,等). Acta Chimica Sinica(化学学报), 2009, 67(21): 2475. [7] Promarak V, Ruchirawat S. Tetrahedron, 2007, 63(7): 1602. [8] Benini S, Borsari M, Ciurli S, et al. J. Biol. Inorg. Chem., 1998, 3(4): 371. [9] Wang K, Huang L, Gao L, et al. Inorg. Chem., 2002, 41(13): 3353. [10] Kido J, Shionoya H, Nagai K. Appl. Phys. Lett., 1995, 67(16): 2281. [11] Yang Y, Farley R T, Steckler T T, et al. Appl. Phys. Lett., 2008, 93(16): 163305.
|
[1] |
ZHENG Hong-quan, DAI Jing-min*. Research Development of the Application of Photoacoustic Spectroscopy in Measurement of Trace Gas Concentration[J]. SPECTROSCOPY AND SPECTRAL ANALYSIS, 2024, 44(01): 1-14. |
[2] |
CHENG Jia-wei1, 2,LIU Xin-xing1, 2*,ZHANG Juan1, 2. Application of Infrared Spectroscopy in Exploration of Mineral Deposits: A Review[J]. SPECTROSCOPY AND SPECTRAL ANALYSIS, 2024, 44(01): 15-21. |
[3] |
FAN Ping-ping,LI Xue-ying,QIU Hui-min,HOU Guang-li,LIU Yan*. Spectral Analysis of Organic Carbon in Sediments of the Yellow Sea and Bohai Sea by Different Spectrometers[J]. SPECTROSCOPY AND SPECTRAL ANALYSIS, 2024, 44(01): 52-55. |
[4] |
LI Jie, ZHOU Qu*, JIA Lu-fen, CUI Xiao-sen. Comparative Study on Detection Methods of Furfural in Transformer Oil Based on IR and Raman Spectroscopy[J]. SPECTROSCOPY AND SPECTRAL ANALYSIS, 2024, 44(01): 125-133. |
[5] |
BAI Xi-lin1, 2, PENG Yue1, 2, ZHANG Xue-dong1, 2, GE Jing1, 2*. Ultrafast Dynamics of CdSe/ZnS Quantum Dots and Quantum
Dot-Acceptor Molecular Complexes[J]. SPECTROSCOPY AND SPECTRAL ANALYSIS, 2024, 44(01): 56-61. |
[6] |
XU Tian1, 2, LI Jing1, 2, LIU Zhen-hua1, 2*. Remote Sensing Inversion of Soil Manganese in Nanchuan District, Chongqing[J]. SPECTROSCOPY AND SPECTRAL ANALYSIS, 2024, 44(01): 69-75. |
[7] |
YANG Cheng-en1, 2, LI Meng3, LU Qiu-yu2, WANG Jin-ling4, LI Yu-ting2*, SU Ling1*. Fast Prediction of Flavone and Polysaccharide Contents in
Aronia Melanocarpa by FTIR and ELM[J]. SPECTROSCOPY AND SPECTRAL ANALYSIS, 2024, 44(01): 62-68. |
[8] |
WANG Fang-yuan1, 2, HAN Sen1, 2, YE Song1, 2, YIN Shan1, 2, LI Shu1, 2, WANG Xin-qiang1, 2*. A DFT Method to Study the Structure and Raman Spectra of Lignin
Monomer and Dimer[J]. SPECTROSCOPY AND SPECTRAL ANALYSIS, 2024, 44(01): 76-81. |
[9] |
LIU Zhen1*, LIU Li2*, FAN Shuo2, ZHAO An-ran2, LIU Si-lu2. Training Sample Selection for Spectral Reconstruction Based on Improved K-Means Clustering[J]. SPECTROSCOPY AND SPECTRAL ANALYSIS, 2024, 44(01): 29-35. |
[10] |
YANG Chao-pu1, 2, FANG Wen-qing3*, WU Qing-feng3, LI Chun1, LI Xiao-long1. Study on Changes of Blue Light Hazard and Circadian Effect of AMOLED With Age Based on Spectral Analysis[J]. SPECTROSCOPY AND SPECTRAL ANALYSIS, 2024, 44(01): 36-43. |
[11] |
GAO Feng1, 2, XING Ya-ge3, 4, LUO Hua-ping1, 2, ZHANG Yuan-hua3, 4, GUO Ling3, 4*. Nondestructive Identification of Apricot Varieties Based on Visible/Near Infrared Spectroscopy and Chemometrics Methods[J]. SPECTROSCOPY AND SPECTRAL ANALYSIS, 2024, 44(01): 44-51. |
[12] |
ZHENG Pei-chao, YIN Yi-tong, WANG Jin-mei*, ZHOU Chun-yan, ZHANG Li, ZENG Jin-rui, LÜ Qiang. Study on the Method of Detecting Phosphate Ions in Water Based on
Ultraviolet Absorption Spectrum Combined With SPA-ELM Algorithm[J]. SPECTROSCOPY AND SPECTRAL ANALYSIS, 2024, 44(01): 82-87. |
[13] |
XU Qiu-yi1, 3, 4, ZHU Wen-yue3, 4, CHEN Jie2, 3, 4, LIU Qiang3, 4 *, ZHENG Jian-jie3, 4, YANG Tao2, 3, 4, YANG Teng-fei2, 3, 4. Calibration Method of Aerosol Absorption Coefficient Based on
Photoacoustic Spectroscopy[J]. SPECTROSCOPY AND SPECTRAL ANALYSIS, 2024, 44(01): 88-94. |
[14] |
LI Xin-ting, ZHANG Feng, FENG Jie*. Convolutional Neural Network Combined With Improved Spectral
Processing Method for Potato Disease Detection[J]. SPECTROSCOPY AND SPECTRAL ANALYSIS, 2024, 44(01): 215-224. |
[15] |
XING Hai-bo1, ZHENG Bo-wen1, LI Xin-yue1, HUANG Bo-tao2, XIANG Xiao2, HU Xiao-jun1*. Colorimetric and SERS Dual-Channel Sensing Detection of Pyrene in
Water[J]. SPECTROSCOPY AND SPECTRAL ANALYSIS, 2024, 44(01): 95-102. |
|
|
|
|