Photoinduced electron transfer of platinum(ii) bipyridine diacetylides linked by triphenylamine- and naphthaleneimide-derivatives and their application to photoelectric conversion systemsElectronic supplementary information (ESI) available: Synthetic methods for compounds 8, 9, and 12, UV-visible and phosphorescence spectra of 3 (Fig. S1), redox potentials of 3 and 5 (Table S1), energy diagrams of 3 (Fig. S2) and 5 (Fig. S3), nanosecond laser flash photolyses of 3 (Fig. S4) and 12 (Fig. S5), the
The recently reported efficient charge-separated system based on bipyridinediacetylide platinum( ii ) complexes was applied to photoelectric conversion systems herein, based on the design and synthesis of two triads: MTAPtNDISAc ( 3 , MTA: dimethoxytriphenylamine, Pt: platinum( ii ) complex, NDISAc:...
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Zusammenfassung: | The recently reported efficient charge-separated system based on bipyridinediacetylide platinum(
ii
) complexes was applied to photoelectric conversion systems herein, based on the design and synthesis of two triads: MTAPtNDISAc (
3
, MTA: dimethoxytriphenylamine, Pt: platinum(
ii
) complex, NDISAc: thioacetate derivative linked to naphthalenediimide) and MTAPtMNICOOH (
4
, MNICOOH: naphthaleneimide-4-carboxylic acid). The charge-separated (CS) states of triads
3
and
5
(MOM-protected
4
) were effectively generated by photo-induced electron transfer in both THF and toluene, although the rate of formation of the CS state from
5
was relatively slow in toluene. The lifetimes of these CS states were determined to be 730 ns in toluene and 61 ns (70%) and 170 ns (30%) as a double exponential decay in THF for
3
, and 600 ns in toluene and 170 ns in THF for
5
. The acetylthio group of triad
3
was exploited in the preparation of a self-assembled monolayer (SAM) on a gold surface. Photocurrent was detected upon irradiation of an electrochemical cell comprising Au/
3
/Na ascorbate/Pt, which was ascribed to the platinum(
ii
) complex based on the action spectrum. The carboxylic acid group of triad
4
facilitated adsorption on the TiO
2
surface, and a dye-sensitized solar cell constructed based on FTO/TiO
2
/
4
/electrolyte (LiII
2
)/Pt exhibited a poor energy conversion efficiency (
= 0.20%) based on the incident photon-to-current conversion efficiency spectrum and the
I
V
curve. This poor efficiency may be derived from the bent molecular shape of
4
, or may be due to a possible high energy barrier in the electron injection process through the adsorption site.
The efficient charge-separated systems (DPtA) were applied to photoelectric conversion devices. |
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ISSN: | 1463-9076 1463-9084 |
DOI: | 10.1039/c3cp50182e |