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Synthesis, light emission, nanoaggregation, and restricted intramolecular rotation of 1,1-substituted 2,3,4,5-tetraphenylsiloles
Chen, JW; Law, CCW; Lam, JWY; Dong, YP; Lo, SMF; Williams, ID; Zhu, DB; Tang, BZ
2003-04-08
Source PublicationCHEMISTRY OF MATERIALS
ISSN0897-4756
Volume15Issue:7Pages:1535-1546
AbstractA series of ten 2,3,4,5-tetraphenylsiloles with different 1,1-substituents [XYSi(CPh)(4)] were prepared, and three of these, i.e., 1,1,2,3,4,5-hexaphenylsilole [X = Y = Ph (3)], 1-ethynyl-1,2,3,4,5-pentaphenylsilole [X = Ph, Y = CdropCH (15)], and 1,1-bis(phenylethynyl)-2,3,4,5-tetraphenylsilole [X = Y = CdropCPh (18)], were characterized crystallographically. The ground-and excited-states of the siloles were influenced by the inductive effect of the 1,1-substituents: with an increase in their electronegativity, the absorption and emission spectra of the siloles bathochromically shifted. A simple and reliable TLC-based method was developed for measurement of the solid-state luminescence spectra of the siloles. When molecularly dissolved in common solvents at room temperature, all the siloles were practically nonemissive ("off"). When poor solvents were added, the silole molecules clustered into nanoaggregates, which turned the emission "on" and boosted the photoluminescence quantum yields by up to 2 orders of magnitude (aggregation-induced emission). The silole emission could also be greatly enhanced by increasing the viscosity and decreasing the temperature of the silole solutions. The solution thickening and cooling experiments suggest that the aggregation-induced emission is caused by the restricted intramolecular rotations of the peripheral aromatic rings upon the axes of the single bonds linked to the central silole cores.
DOI10.1021/cm021715z
Indexed BySCI
Language英语
WOS IDWOS:000182036600020
PublisherAMER CHEMICAL SOC
Citation statistics
Cited Times:830[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://ir.iccas.ac.cn/handle/121111/80324
Collection中国科学院化学研究所
Corresponding AuthorTang, BZ
Affiliation1.Hong Kong Univ Sci & Technol, Dept Chem, Hong Kong, Hong Kong, Peoples R China
2.Hong Kong Univ Sci & Technol, Ctr Display Res, Inst Nano Sci & Technol, Hong Kong, Hong Kong, Peoples R China
3.Hong Kong Univ Sci & Technol, Open Lab Chirotechnol, Inst Mol Technol Drug Discovery & Synth, Kowloon, Hong Kong, Peoples R China
4.Chinese Acad Sci, Inst Chem, Ctr Mol Sci, Beijing 100080, Peoples R China
Recommended Citation
GB/T 7714
Chen, JW,Law, CCW,Lam, JWY,et al. Synthesis, light emission, nanoaggregation, and restricted intramolecular rotation of 1,1-substituted 2,3,4,5-tetraphenylsiloles[J]. CHEMISTRY OF MATERIALS,2003,15(7):1535-1546.
APA Chen, JW.,Law, CCW.,Lam, JWY.,Dong, YP.,Lo, SMF.,...&Tang, BZ.(2003).Synthesis, light emission, nanoaggregation, and restricted intramolecular rotation of 1,1-substituted 2,3,4,5-tetraphenylsiloles.CHEMISTRY OF MATERIALS,15(7),1535-1546.
MLA Chen, JW,et al."Synthesis, light emission, nanoaggregation, and restricted intramolecular rotation of 1,1-substituted 2,3,4,5-tetraphenylsiloles".CHEMISTRY OF MATERIALS 15.7(2003):1535-1546.
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