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Synthesis, molecular structure and photoluminescence properties of 1,2-diphenyl-4-(3-methoxyphenyl)-1,3-cyclopentadiene

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Indexed by:期刊论文

Date of Publication:2015-01-05

Journal:SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY

Included Journals:SCIE、EI、PubMed

Volume:134

Page Number:22-27

ISSN No.:1386-1425

Key Words:Photoluminescence; AIEE property; Triarylcyclopentadiene; Crystal structure; Theoretical calculations

Abstract:1,2-Diphenyl-4-(3-methoxyphenyl)-1,3-cyclopentadiene (DPMPCP) was synthesized via aldol condensation reaction followed by cyclization and dehydration reaction. Its structure was characterized by H-1 NMR, C-13 NMR spectra, high-resolution mass spectrometry and single-crystal X-ray diffraction. The UV-vis absorption and photoluminescence spectra of DPMPCP in solution and aggregation state were studied. It shows solvent-dependent fluorescence emission and aggregation-induced emission enhancement (AIEE) characteristic when DPMPCP aggregated in water/acetonitrile mixture or in crystals. The crystal structure analysis reveals combination effects off-aggregation molecule stacking and restriction of intramolecular rotation by intermolecular interactions on AIEE. Additionally, the thermal stability, electrochemical property and DFT calculation of DPMPCP were investigated. (C) 2014 Elsevier B.V. All rights reserved.

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