Preparation and characterization of redox cellulose Langmuir–Blodgett films containing a ferrocene derivative

Abstract

The 3-ferrocenoylpropanoyl group, one of the redox species, was introduced at C-2 and/or C-3 positions of 6-O-(4-stearyloxytrityl)cellulose. The spreading behavior of the cellulose derivatives on the water surface and the properties of Langmuir-Blodgett (LB) films were investigated. The surface pressure-area isotherm of the cellulose monolayer was changed by the subphase temperature. Uniform monolayers of 6-O-(4-stearyloxytrityl)cellulose 3-ferrocene propionate (STCFc) could be deposited successively onto several substrates by the horizontal lifting method at 10 mN m À1 , and this produced X-type LB films. The successive uniform depositions of STCFc were confirmed by ultraviolet-visible absorption spectra. X-ray diffraction measurements indicated that the thickness of the STCFc molecules in the LB films was 1.99 nm. Fourier transform infrared spectroscopy measurements supported the idea that hydrocarbon chains in the LB films were highly ordered (trans-zigzag) and oriented considerably perpendicular to the surface of the substrate. Moreover, the C¼ ¼O group of the ferrocenoyl groups was perpendicular to the surface of the substrate, and the ferrocene group was occupied in the water phase. Cyclic voltammograms for the STCFc monolayer on a gold electrode exhibited surface waves. The interfacial electron-transfer process between the redox site incorporated into the cellulose LB monolayer and the electrode surface was fast enough at a scanning rate lower than 100 mV s À1 . V V C 2005 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 43: 5023-5031, 2005

First Cellulose Langmuir‐Blodgett Films towards Photocurrent Generation Systems

“…[11][12][13][14] In addition, the LB films of highly regioselectively substituted cellulose derivatives with a controlled pattern of functionalization and with well defined supramolecular nanoscale architecture, based on the basic concept of the role-sharing functionalization of cellulose, have bright prospects in the development of molecular assemblies with highly efficient photo-energy conversion. [15,16] We report herein the fabrication of LB films consisting (Figure 1). …”

Organometallic Ferrocene- and Phosphorus-Containing Polymers: Synthesis and Characterization

“…As a result, these are useful in a range of applications and studies such as sensors [50,51], electro-active Langmuir-Blodgett films [52] and free-standing redox-active films [53]. Conducting polymers containing ferrocene on main conjugation path of polymer backbone were also synthesized [54,55].…”

Fabrication of anodic photocurrent generation systems by use of 6-O-dihydrophytylcellulose as a matrix or a scaffold of porphyrins

“…Furthermore, the LB films of high-regioselectively substituted cellulose derivatives with controlled pattern of functionalization, designed based on our fundamental concept of role-sharing functionalization of cellulose (Ifuku et al 2005), may have the potential for the molecular assembly with efficient photo-energy conversion. In this context, we have recently reported the fabrication of the LB films consisting of a regioselectively substituted cellulose derivative having both a porphyrin moiety and stearoyl groups at the C-6 and C-2, 3 positions, respectively, and indicated that the quantum yields of its LB films were higher than those of the conventional porphyrin LB films (Sakakibara et al 2007b).…”