Chinese Journal of Organic Chemistry >
Synthesis and Fluorescence Properties of a Novel Dendrimer
Received date: 2012-01-14
Revised date: 2012-05-23
Online published: 2012-06-21
Supported by
Project supported by the National Natural Science Foundation of China (No. 61178057).
Through palladium-catalyzed Heck reaction, a novel fluorescent dentrimer 1,2,4,5-tetra{4-[N,N-bis(4-pyridyl- vinyl)phenylamino]styryl}benzene (TPABPy) was synthesized by aromatic eight iodine-substituted 1,2,4,5-tetra{4-[N,N-bis- (4-iodinephenylamino)styryl]}benzene (TPABI) and 4-vinylpyridine. The dentrimer was characterized through IR, 1H NMR and HRMS techniques. The maxima emission wavelengths in THF, ethyl acetate, dichloromethane, DMF and DMSO were 490, 493, 510, 536 and 543 nm, respectively. Stoke’s shift was 4717 (THF), 4969 (ethyl acetate), 5330 (dichloromethane), 6281 (DMF), 6398 (DMSO) cm-1. The fluorescence lifetime for TPABPy was 1.29 ns with fluorescence quantum yield of 0.87 in THF. The fluorescent behavior of TPABPy in different pH was studied , and the fluorescent intensity maximum was in pH 2.41. The electrochemical properties were explored by cyclic voltammetry, the HOMO and LUMO energy levels of dentrimer were -4.94 and -2.38 eV, respectively.
Luo Manli , Qian Ying . Synthesis and Fluorescence Properties of a Novel Dendrimer[J]. Chinese Journal of Organic Chemistry, 2012 , 32(10) : 1958 -1964 . DOI: 10.6023/cjoc1201141
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