Issue 21, 2013

Photoinduced electron transfer of platinum(ii) bipyridine diacetylides linked by triphenylamine- and naphthaleneimide-derivatives and their application to photoelectric conversion systems

Abstract

The recently reported efficient charge-separated system based on bipyridine–diacetylide platinum(II) complexes was applied to photoelectric conversion systems herein, based on the design and synthesis of two triads: MTA–Pt–NDISAc (3, MTA: dimethoxytriphenylamine, Pt: platinum(II) complex, NDISAc: thioacetate derivative linked to naphthalenediimide) and MTA–Pt–MNICOOH (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 TiO2 surface, and a dye-sensitized solar cell constructed based on FTO/TiO2/4/electrolyte (LiI–I2)/Pt exhibited a poor energy conversion efficiency (η = 0.20%) based on the incident photon-to-current conversion efficiency spectrum and the IV 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.

Graphical abstract: Photoinduced electron transfer of platinum(ii) bipyridine diacetylides linked by triphenylamine- and naphthaleneimide-derivatives and their application to photoelectric conversion systems

Supplementary files

Article information

Article type
Paper
Submitted
15 Jan 2013
Accepted
28 Feb 2013
First published
28 Feb 2013

Phys. Chem. Chem. Phys., 2013,15, 8088-8094

Photoinduced electron transfer of platinum(II) bipyridine diacetylides linked by triphenylamine- and naphthaleneimide-derivatives and their application to photoelectric conversion systems

S. Suzuki, Y. Matsumoto, M. Tsubamoto, R. Sugimura, M. Kozaki, K. Kimoto, M. Iwamura, K. Nozaki, N. Senju, C. Uragami, H. Hashimoto, Y. Muramatsu, A. Konno and K. Okada, Phys. Chem. Chem. Phys., 2013, 15, 8088 DOI: 10.1039/C3CP50182E

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