The Synthesis and Photophysical Properties of Weakly Coupled Diketopyrrolopyrroles
| Autor: | Michał Pieczykolan, James B. Derr, Amara Chrayteh, Beata Koszarna, John A. Clark, Olena Vakuliuk, Denis Jacquemin, Valentine I. Vullev, Daniel T. Gryko |
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| Jazyk: | angličtina |
| Rok vydání: | 2021 |
| Předmět: | |
| Zdroj: | Molecules, Vol 26, Iss 16, p 4744 (2021) |
| Druh dokumentu: | article |
| ISSN: | 26164744 1420-3049 |
| DOI: | 10.3390/molecules26164744 |
| Popis: | Three centrosymmetric diketopyrrolopyrroles possessing either two 2-(2′-methoxyphenyl)benzothiazole or two 2-(2′-methoxyphenyl)benzoxazolo-thiophene scaffolds were synthesized in a straightforward manner, and their photophysical properties were investigated. Their emission was significantly bathochromically shifted as compared with that of simple DPPs reaching 650 nm. Judging from theoretical calculations performed with time-dependent density functional theory, in all three cases the excited state was localized on the DPP core and there was no significant CT character. Consequently, emission was almost independent of solvents’ polarity. DPPs possessing 2,5-thiophene units vicinal to DPP core play a role in electronic transitions, resulting in bathochromically shifted absorption and emission. Interestingly, as judged from transient absorption dynamics, intersystem crossing was responsible for the deactivation of the excited states of DPPs possessing para linkers but not in the case of dye bearing meta linker. |
| Databáze: | Directory of Open Access Journals |
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