Spectral and electrochemical properties of phenylazonaphthalene based on a self-assembled monolayer

Aidong Zhang; Jingui Qin; Jianhua Gu; Zu-Hong Lu

doi:10.1117/12.318496

10 August 1998 Spectral and electrochemical properties of phenylazonaphthalene based on a self-assembled monolayer

Aidong Zhang, Jingui Qin, Jianhua Gu, Zu-Hong Lu

Proceedings Volume 3562, Optical Storage Technology; (1998) https://doi.org/10.1117/12.318496
Event: Photonics China '98, 1998, Beijing, China

Abstract

A thiol-terminated phenylazonaphthalene derivative, namely 1-mercapto-6-[1-(4-phenylazonaphthoxy)]hexane 1, was synthesized by diazo coupling of aniline with 1-naphthol, etherification with 1,6-dibromohexane and thiol derivatization, subsequently. By self-assembly technology, the compound was spontaneously absorbed in thin, optically transparent gold film and formed stable self-assembled monolayer (SAM). The self-assembly course was monitored by UV-visible absorption spectra which gave direct evidence for the self-assembly mechanism of self-assembled monolayer, i.e., chemically adsorbed firstly, then came through a long- time orientation. Meanwhile, cyclic voltammogram was employed to study the electrochemical reduction and oxidation of the immobilized phenylazonaphthalene. The single molecular area obtained using the two methods was almost the same: ca. 0.9 nm². The irreversibility of the electrode process, sluggish reaction and reduction peak splitting all were originated from the well molecular orientation, not the dense packing in the SAM. This implied the process of oxidation and reduction accompanied the molecular conformation change which needed more free space for the movement of the molecular chain during the electrode processes.

Citation Download Citation

Aidong Zhang, Jingui Qin, Jianhua Gu, and Zu-Hong Lu "Spectral and electrochemical properties of phenylazonaphthalene based on a self-assembled monolayer", Proc. SPIE 3562, Optical Storage Technology, (10 August 1998); https://doi.org/10.1117/12.318496

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