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Substituent Effect on the Optoelectronic Properties of Alternating Fluorene−Cyclopentadithiophene Copolymers.
- Source :
-
Macromolecules . Aug2008, Vol. 41 Issue 18, p6664-6671. 8p. - Publication Year :
- 2008
-
Abstract
- A novel series of soluble alternating conjugated copolymers, comprised of 9,9-dihexylfluorene and cyclopentadithiophenes ( P1− P5), were synthesized via Pd-catalyzed Suzuki coupling reaction in good yields. The UV−vis absorption spectra, fluorescence spectra, fluorescence quantum yields, and cyclic voltammograms of P1− P5are also reported. The P2and P3with electron-donating non-π-substituents (ethylenedioxy and propylenedioxy bridges the 3,3-positions of the thiophene groups) display high fluorescence quantum yields and red-shifted absorption as compared with nonsubstituted P1. However, the P4and P5are weakly fluorescent and exhibit blue-shifted absorption which are due to the presence of electron-withdrawing π-substituents (carbonyl and dicyanoethenyl). The behavior of P4and P5can be attributed to the significant electronic coupling between the π-substituents and the conjugated polymer backbone that leads to a less allowed optical transition between the ground and the lowest excited state, resembling the metaconjugation effect in phenylene-derived conjugated π-systems. This argument is supported by molecular orbital distribution calculations. [ABSTRACT FROM AUTHOR]
- Subjects :
- *SPECTRUM analysis
*LUMINESCENCE
*POLYMERS
*ELECTRONIC systems
Subjects
Details
- Language :
- English
- ISSN :
- 00249297
- Volume :
- 41
- Issue :
- 18
- Database :
- Academic Search Index
- Journal :
- Macromolecules
- Publication Type :
- Academic Journal
- Accession number :
- 34440575
- Full Text :
- https://doi.org/10.1021/ma800362n