|Table of Contents|

[1] Wu Weibing, Wang Mingliang, Shi Kecheng, Sun Yueming, et al. Derivatives of 4-dihydroquinolinoneand their fluorescent property [J]. Journal of Southeast University (English Edition), 2007, 23 (1): 127-130. [doi:10.3969/j.issn.1003-7985.2007.01.025]
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Derivatives of 4-dihydroquinolinoneand their fluorescent property()
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Journal of Southeast University (English Edition)[ISSN:1003-7985/CN:32-1325/N]

Volumn:
23
Issue:
2007 1
Page:
127-130
Research Field:
Chemistry and Chemical Engineering
Publishing date:
2007-03-30

Info

Title:
Derivatives of 4-dihydroquinolinoneand their fluorescent property
Author(s):
Wu Weibing Wang Mingliang Shi Kecheng Sun Yueming Liu Juzheng
School of Chemistry and Chemical Engineering, Southeast University, Nanjing 210096
Keywords:
dihydroquinolinone donor-π-acceptor(D-π-A) red shift intramolecular charge transfer
PACS:
O625
DOI:
10.3969/j.issn.1003-7985.2007.01.025
Abstract:
A series of donor-π-acceptor(D-π-A)compounds involving varied donors and acceptors as well as a dihydroquinolinone moiety were synthesized.Tuned fluorescent colors from blue to orange were successfully realized in them.Spectroscopic analysis exhibits that the increased conjugated system, enhanced electron-donating ability of acceptor, and electron-withdrawing ability of donor result in red shift in both absorption and fluorescence for these compounds.Both the absorption and fluorescence show strong bathochromic shift effect with the increase in the polarity of solvents.It indicates that they are intramolecular charge transfer(ICT)fluorescent compounds and may have potential application as novel electroluminescent material.

References:

[1] Lincke G.A review of thirty years of research on quinacridones.X-ray crystallography and crystal engineering [J].Dyes Pigments, 2000, 44(2):101-122.
[2] Hiramoto M, Kawase S, Yokoyama M.Photoinduced hole injection multiplication in p-type quinacridone pigment films [J].Jpn J Appl Phys, 1996, 35:L349-L351.
[3] Manabe K, Kusabayashi S, Yokoyama M.Long-life organic solar cell fabrication using quinacridone pigment [J].Chem Lett, 1987, 16(4):609-612.
[4] Rossi L, Bongiovanni G, Kalinowshi J, et al.Ultrafast opti-cal probes of electronic excited states in linear trans-quinacridone [J].Chem Phys Lett, 1996, 257(5/6):545-551.
[5] Shi J M, Tang C W.Doped organic electroluminescent devices with improved stability [J].Appl Phys Lett, 1997, 70(13):1665-1667.
[6] Matsui M, Tanaka S, Funabiki K, et al.Synthesis, properties, and application as emitters in organic electroluminescence devices of quinacridone-and squarylium-dye-centred dendrimers [J].Bull Chem Soc Jpn, 2006, 79(1):170-176.
[7] Yang H S, Xie W F, Zhao Y, et al.High efficiency small molecule white organic light-emitting devices with a multilayer structure [J].Solid State Commun, 2006, 139(9):468-472.
[8] Liu P H, Tian H, Chang C P.Luminescence properties of novel soluble quinacridones [J].J Photochem Photobiol A, 2000, 137(2/3):99-104.
[9] William S J, Eugene L W, Bennett G B.Cyclization studies in quinoline series.A new synthesis of 4-aminoquinolines [J].J Am Chem Soc, 1949, 71(6):1901-1905.
[10] Braunholtz J T, Mann F G.The preparation of bis-2-cyanoethyl derivatives of aromatic primary amines, and their conversion into 1, 6-diketojulolidines [J].J Chem Soc, 1952:3046-3051.
[11] Huang L, Yu D Q.The application of UV spectrum in organic chemistry [M].Beijing:Science Press, 1988:270-273.(in Chinese)
[12] Williams D H, Fleming I.Spectroscopic methods in organic chemistry[M].5th ed. London:The McGraw-Hill Companies, 1995:3-5.
[13] Wu S K.The problem on photophysics and photochemistry of organic compounds possessing ability of fluorescence emission [J].Chin Prog Chem, 2005, 17(1):15-39.(in Chinese)
[14] Grabowski Z R, Rotkiewicz K, Rettig W.Structural changes accompanying intramolecular electron transfer:Focus on twisted intramolecular charge-transfer states and structures [J].Chem Rev, 2003, 103:3899-4031.
[15] Bakalova Sn, Biczók L, Kavrakova I, et al.Photophysical and photochemical properties of 2, 3-dihydro-4(1H)-quinolinones.PartⅠ.Fluorescence properties [J].Z Naturforsch, 1991, 45c:980-986.

Memo

Memo:
Biographies: Wu Weibing(1982—), male, graduate, wwbing-2002@yahoo.com.cn;Wang Mingliang(1966—), male, doctor, associate professor, wangmlchem@263.net.
Last Update: 2007-03-20