Please use this identifier to cite or link to this item: https://doi.org/10.1021/ma060510z
Title: Effect of transannular π-π interaction on emission spectral shift and fluorescence quenching in dithia[3.3]paracyclophane-fluorene copolymers
Authors: Wang, W.-L.
Xu, J.
Sun, Z.
Zhang, X.
Lu, Y.
Lai, Y.-H. 
Issue Date: 17-Oct-2006
Source: Wang, W.-L., Xu, J., Sun, Z., Zhang, X., Lu, Y., Lai, Y.-H. (2006-10-17). Effect of transannular π-π interaction on emission spectral shift and fluorescence quenching in dithia[3.3]paracyclophane-fluorene copolymers. Macromolecules 39 (21) : 7277-7285. ScholarBank@NUS Repository. https://doi.org/10.1021/ma060510z
Abstract: A series of dithia[3.3]paracyclophane-fluorene copolymers 1a-c and 3-5 were synthesized by a palladium-catalyzed reaction between 9,9-di-n-hexylfluorene-2, 7-bis(trimethylene boronate) and the corresponding dithiacyclophane precursors. The transannular π-π interaction in the dithiaparacyclophane modified the electronic and optical properties of the copolymers significantly, resulting in emission red shifts relative to a reference polymer 2. The observed shift in la and 5 was accompanied by enhanced photoluminescence (PL) efficiency, whereas that in 1b, 1c, 3, and 4 experienced a significant to nearly complete fluorescence quenching. The quenching effect is likely to involve an electron-transfer process and could be correlated qualitatively to the reduction potential of the "external" aromatic moiety in the cyclophane unit. © 2006 American Chemical Society.
Source Title: Macromolecules
URI: http://scholarbank.nus.edu.sg/handle/10635/52890
ISSN: 00249297
DOI: 10.1021/ma060510z
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