In:
Journal of Nonlinear Optical Physics & Materials, World Scientific Pub Co Pte Ltd, Vol. 14, No. 04 ( 2005-12), p. 487-495
Abstract:
The potential blue-emitting as well as electron-transporting materials, 2,5-bis(3,5-trifluoromethylphenyl)-1,1-dimethyl-3,4-diphenylsilole (silole = silacyclopentadiene) (1) and 2,5-bis(3,5-trifluoromethylphenyl)-1,1-diphenyl-3,4-diphenylsilole (2), were synthesized by the Pd-mediated cross coupling reaction of corresponding bis(pheny-lethynyl)silanes with 1-bromo-3,5-trifluoromethylbenzene via intramolecular reductive cyclization. The structure of 2 was established by single-crystal X-ray diffraction analysis. In crystal structure, the dihedral angle between the functionalized phenyl groups containing CF 3 at 2,5-position and central silole ring is about 48.70(6)°, showing the diminution of effective conjugation. These compounds exhibited high thermal stability without degradation up to 200°C. The absorption and photoluminescent properties, and cyclic voltametry have been evaluated. Compounds 1 and 2 in thin films showed intense blue emissions at 464–473 nm, respectively, in photoluminescence (PL). In electrochemistry, the reduction potential of 1 and 2 were at -1.92 and -1.81 V, respectively. The presence of substituents at 2,5′ — and/or 1,1′ — positions of siloe ring affected the LUMO energy levels through σ*–π* conjugation.
Type of Medium:
Online Resource
ISSN:
0218-8635
,
1793-6624
DOI:
10.1142/S0218863505002931
Language:
English
Publisher:
World Scientific Pub Co Pte Ltd
Publication Date:
2005
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