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HERO ID
4708703
Reference Type
Journal Article
Title
A novel tetra-stilbene-based fluorescent compound: Synthesis, characterization and photophysical properties evaluation
Author(s)
Mahmoodi, Ali; Panahi, F; Eshghi, F; Kimiaei, E
Year
2018
Is Peer Reviewed?
Yes
Journal
Journal of Luminescence
ISSN:
0022-2313
Volume
199
Page Numbers
165-173
DOI
10.1016/j.jlumin.2018.03.033
Web of Science Id
WOS:000430713100025
Abstract
A new fluorescent tetra-stilbene compound, 1,4-bis-dodecyloxy-2,5-bis-(2-{4-[2-(4-methanesulfonyl-phenyl)vinyl]-phenyl}-vinyl)-benzene (BDSSTS) derived from Heck chemistry was successfully synthesized. The Pd-catalyzed Heck reaction was used as the key synthetic stage to couple styrene unites with aryl halides. The BDSSTS material is an acceptor-pi-acceptor (A-pi-A) conjugated system with alkoxy chain in central and sulfonyl groups in terminals of the molecule. The BDSSTS compound showed UV-vis absorption in the range of 423-426 nm with high molar extinction coefficients (epsilon = 1.9-9.1 x 10(4) M-1.cm(-1)) in tested solvents. This new fluorescent compound emits in the yellow region of the visible spectrum (500-525 nm) with Stokes shifts of 3641-4429 cm(-1). The geometry optimization calculations were performed with the use of DFT method applying B3LYP functional and 6-311 + + G (d, p) basis set. Low total Lewis and HOMO-LUMO gap are followed by significant charge transfers, absorption, and emission in the BDSSTS structure.
Keywords
Pi-conjugated materials; Tetra-stilbene; Heck reaction; Photoluminescence; Fluorescence
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