Synthesis and Electroluminescent Properties of 4-[4-((4-pyridyl)vinyl)styryl]-N,N- Dibutylbenzenamine

doi:10.7517/j.issn.1674-0475.2013.01.005

Abstract

Abstract: The general synthesis and crystal structure of 4-[4-((4-pyridinyl)vinyl)styryl]-N,N-dibutylbenzenamine has been described in this paper. The UV, fluorescence spectra, fluorescence life-time, fluorescence quantum yield and electroluminescent properties have been investigated in detail. The compound crystallizes in the triclinic system, space group P-1,a=1.0101(3) nm, b=1.0352(2) nm, c=2.6220(5) nm, Z=4, V=2.4224(10) nm³, R₁=0.1006, wR₂=0.1818. The results show that this compound has potential applications in electroluminescence. CCDC number:815101.

Key words: D-π-A, crystal structure, fluorescence spectra, fluorescence time, fluorescence quantum yield, electroluminescence spectra

CLC Number:

O622

PAN Yue-li, LIU Hui-jun, WEI Wen-mei, ZHAO Zu-zhi. Synthesis and Electroluminescent Properties of 4-[4-((4-pyridyl)vinyl)styryl]-N,N- Dibutylbenzenamine[J]. Imaging Science and Photochemistry, 2013, 31(1): 33-41.

References

[1] Tang C W, Vanslyke S A. Organic electroluinescent diodes[J]. Appl Phys Lett, 1987, 51: 913-915.
[2] Buda M, Kalyuzhny G, Bard A. Thin-film solid-state electroluminescent devices based on tris (2 ,2 '-bipyridine) ruthenium (II) complexes[J]. J. Am. Chem. Soc., 2002, 124: 6090-6098.
[3] Liu C Y, Bard A. Individually addressable submicron scale light-emitting devices based on electroluminescence of solid Ru(bpy)₃(ClO₄)₂films[J]. J. Am. Chem. Soc., 2002, 124(16): 4190-4191.
[4] Mukundan T. Star-shaped, dendrimeric and polymeric triarylamines as photoconductors and hole transport materials for electro-optical applications[J]. Macromolecular Materials and Engineering, 2002, 287(7):442-461.
[5] Strohriegl P, Grazulevicius J V. Charge-transporting molecular glasses[J]. Adv. Mater., 2002, 14:1439-1452.
[6] 蒋希,田仁玉,莫越奇,等.含噻吩单元的硅芴共聚物的合成及其蓝色电致发光性能[J]. 高等学校化学学报,2007,28(8): 1586-1592. Jiang X, Tian R Y, Mo Y Q, et al. Synthesis and blue electroluminescent properties of copolymers derived from silafluorene and thiophene[J]. Chemical Journal of Chinese Universities, 2007,28(8):1586-1592.
[7] Ren Y, Yu X Q, Zhang D J, et al. Synthesis, structure and properties of a new two-photon photopolymerization initiator[J]. J. Mater. Chem., 2002, 12:3431-3437.
[8] Wang C K, Zhao K, Su Y, et al. Solvent effects on the electronic structure of a newly synthesized two-photon polymerization initiator[J]. J. Chem. Phys., 2003, 119(2): 1208-1213.
[9] 苗泉, 赵鹏, 孙玉萍,等. 超短脉冲激光在DBASVP分子中传播时的双光子面积演化和光限幅效应[J]. 物理学报,2009,58(8): 5455-5461. Miao Q, Zhao P, Sun Y P, et al.Two-photon area evolution and optical limiting of ultrashort laser pulses in DBASVP molecule media[J]. Acta Phys. Sin., 2009, 58(8): 5461.
[10] Jin F, Li J F, Zhou H P, et al. Synthesis, crystal structures, and optical properties of a novel imidazole derivative and its Zn(Ⅱ) complex[J]. J. Mol. Struct., 2007,829: 202-207.
[11] Shelderik G M. SHELXL-97 Program for Crystal Structure Refinement[M]. Germany: University of Göttingen, 1997.
[12] 徐筱杰,唐有祺. 晶体工程及其在化学中的应用[J]. 无机化学学报,2000,16(2): 157-166. Xu X J, Tang Y C. Crystal engineering and its application in chemistry[J]. Chinese Journal of Inorganic Chemistry, 2000,16(2): 157-166.
[13] 宁永成. 有机化合物结构鉴定与有机波谱学[M]. 第二版.北京: 科学出版社,2000. Ning Y C. Structural Identification of Organic Compounds with Spectroscopic Techniques[M]. 2nd Ed. Beijing: Science Press, 2000.
[14] 陈国珍,荧光分析法[M]. 北京: 科学出版社,1990. Chen G Z. Fuorescence Aalysis[M]. Beijing: Science Press, 1990.
[15] 樊美公,等. 光化学基本原理与光子学材料科学[M]. 北京: 科学出版社,2001. Fan M G, et al. Basic Pinciple of Potochemistry and Photonics Materials Science[M]. Beijing: Science Press, 2001.
[16] 黄达,叶俊,等.双极绿色磷光主体材料1-甲基-3--4-苯基喹啉-2(1H)-酮的合成与性能研究[J].影像科学与光化学,2010, 28(6): 408-415. Huang D, Ye J, et al. Synthesis and characterization of the bipolar phosphorescence host material 3-(4-(9H-carbazol-9-yl)phenyl)-1-methyl-4-phenylquionlin-2(1H)-one[J]. Imaging science and Photochemistry, 2010, 28(6): 408-415.