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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 | Citation: | 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. | 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/10635/76028 | ISSN: | 00249297 |
Appears in Collections: | Staff Publications |
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