Electronic tuning effects via π-linkers in tetrathiafulvalene-based dyes

Geng, Yan; Pop, Flavia; Yi, Chenyi; Avarvari, Narcis; Grätzel, Michael; Decurtins, Silvio; Liu, Shi-Xia (2014). Electronic tuning effects via π-linkers in tetrathiafulvalene-based dyes. New journal of chemistry, 38(7), p. 3269. Royal Society of Chemistry 10.1039/C4NJ00428K

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Four new tetrathiafulvalene (TTF)-based dyes featured with a donor–bridge–acceptor (D–π–A) structure were synthesized and characterized. All of them undergo two reversible oxidations to form stable radical cation and dication species. The electronic interactions between the TTF donor and the cyanoacrylic acid acceptor through the different π-linkers have been demonstrated by the presence of a photo-induced intramolecular charge-transfer (ICT) absorption band in the visible region. A red shift of the ICT state can be finely tuned by the degree of aromaticity and extended conjugation of π-bridges. To some extent, the oxidation potentials of these dyes are affected by the nature of π-bridges. They have been applied in organic dye-sensitized solar cells, showing relatively low power conversion efficiencies of up to 0.87% due to substantial charge recombination losses.

Item Type:

Journal Article (Original Article)

Division/Institute:

08 Faculty of Science > Department of Chemistry, Biochemistry and Pharmaceutical Sciences (DCBP)

UniBE Contributor:

Geng, Yan; Yi, Chenyi; Decurtins, Silvio and Liu, Shi-Xia

Subjects:

500 Science > 570 Life sciences; biology
500 Science > 540 Chemistry

ISSN:

1144-0546

Publisher:

Royal Society of Chemistry

Language:

English

Submitter:

Silvio Decurtins

Date Deposited:

25 Mar 2015 16:46

Last Modified:

28 Nov 2020 02:25

Publisher DOI:

10.1039/C4NJ00428K

BORIS DOI:

10.7892/boris.65811

URI:

https://boris.unibe.ch/id/eprint/65811

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