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Terminal modulation of asymmetrical D−A−D−π furan-containing diketopyrrolopyrrole chromophores for intramolecular charge transfer properties.
- Source :
-
Dyes & Pigments . Jun2020, Vol. 177, pN.PAG-N.PAG. 1p. - Publication Year :
- 2020
-
Abstract
- Three furan-based diketopyrrolopyrrole (DPP) chromophores have the same D−A−D structure and various tetraphenylethylene, pyrene and dibenzothiophene tails with intramolecular donor-acceptor spacers. Different π -extended chromophores show different intramolecular charge transfer properties. Furthermore, according to UV–Vis and emission spectral studies, dyes F1 – F3 exhibit aggregation-caused quenching (ACQ) in tetrahydrofuran aqueous solutions. Interestingly, dyes F1 and F3 show aggregation-induced emission (AIE) behaviors in DMSO/toluene mixtures, while pyrene-functionalized DPP dye F2 still has ACQ character. It is noted that a contour plot is firstly carried out to be better understood the AIE and ACQ phenomena. Moreover, the energy gaps for the methyl counterpart of dyes F1 – F3 are 2.30, 2.29 and 2.35 eV, respectively, which indicate that introducing asymmetrical D−A−D− π furan-containing DPP structures can reduce the HOMO–LUMO gaps easily and rapidly. In addition, a computational and experimental investigation has been provided, including theoretical and optical energy gaps for full comparison. Image 1 • A contour plot is firstly demonstrated to be understood AIE and ACQ phenomena. • Three asymmetrical D−A−D− π furan-based DPPs have been constructed. • The fluorescence quantum yield of dye F1 is 49%, showing the strong peaks. • A computational and experimental investigation has been provided. [ABSTRACT FROM AUTHOR]
- Subjects :
- *INTRAMOLECULAR charge transfer
*FLUORESCENCE yield
*CHROMOPHORES
*BAND gaps
Subjects
Details
- Language :
- English
- ISSN :
- 01437208
- Volume :
- 177
- Database :
- Academic Search Index
- Journal :
- Dyes & Pigments
- Publication Type :
- Academic Journal
- Accession number :
- 142319486
- Full Text :
- https://doi.org/10.1016/j.dyepig.2020.108277