Dataset Information

One-Step Electropolymerization of a Dicyanobenzene-Carbazole-Imidazole Dye to Prepare Photoactive Redox Polymer Films.

ABSTRACT: To the best of our knowledge, this study reports the first direct electropolymerization of a dicyanobenzene-carbazole dye functionalized with an imidazole group to prepare redox- and photoactive porous organic polymer (POP) films in controlled amounts. The POP films were grown on indium-doped tin oxide (ITO) and carbon surfaces using a new monomer, 1-imidazole-2,4,6-tri(carbazol-9-yl)-3,5-dicyanobenzene (1, 3CzImIPN), through a simple one-step process. The structure and activities of the POP films were investigated as photoelectrodes for electrooxidations, as heterogeneous photocatalysts for photosynthetic olefin isomerizations, and for solid-state photoluminescence behavior tunable by lithium-ion concentrations in solution. The results demonstrate that the photoredox-POPs can be used as efficient photocatalysts, and they have potential applications in sensing.

SUBMITTER: Liu J

PROVIDER: S-EPMC10457835 | biostudies-literature | 2023 Aug

REPOSITORIES: biostudies-literature

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One-Step Electropolymerization of a Dicyanobenzene-Carbazole-Imidazole Dye to Prepare Photoactive Redox Polymer Films.

Liu Jinkun J Perez Octavio Martinez OM Lavergne Dominic D Rasu Loorthuraja L Murphy Elizabeth E Galvez-Rodriguez Andy A Bergens Steven H SH

Polymers 20230808 16

To the best of our knowledge, this study reports the first direct electropolymerization of a dicyanobenzene-carbazole dye functionalized with an imidazole group to prepare redox- and photoactive porous organic polymer (POP) films in controlled amounts. The POP films were grown on indium-doped tin oxide (ITO) and carbon surfaces using a new monomer, 1-imidazole-2,4,6-tri(carbazol-9-yl)-3,5-dicyanobenzene (<b>1</b>, 3CzImIPN), through a simple one-step process. The structure and activities of the ...[more]

PMID: 37631397

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Project description:Intrinsically conducting polymers (ICPs) have been widely utilized in organic electronics, actuators, electrochromic devices, and sensors. Many potential applications demand the formation of thin polymer films, which can be generated by electrochemical polymerization. Electrochemical methods are quite powerful and versatile and can be utilized for investigation of ICPs, both for educational purposes and materials chemistry research. In this study, we show that potentiodynamic and potentiostatic techniques can be utilized for generating and characterizing thin polymer films under the context of educational chemistry research and state-of-the-art polymer research. First, two well-known bifunctional monomers (with only two linking sites)-aniline and bithiophene-and their respective ICPs-polyaniline (PANI) and polybithiophene (PBTh)-were electrochemically generated and characterized. Tests with simple electrochromic devices based on PANI and PBTh were carried out at different doping levels, where changes in the UV-VIS absorption spectra and color were ascribed to changes in the polymer structures. These experiments may attract students' interest in the electrochemical polymerization of ICPs as doping/dedoping processes can be easily understood from observable color changes to the naked eye, as shown for the two polymers. Second, two new carbazole-based multifunctional monomers (with three or more linking sites)-tris(4-(carbazol-9-yl)phenyl)silanol (TPTCzSiOH) and tris(3,5-di(carbazol-9-yl)phenyl)silanol (TPHxCzSiOH)-were synthesized to produce thin films of cross-linked polymer networks by electropolymerization. These thin polymer films were characterized by electrochemical quartz crystal microbalance (EQCM) experiments and nitrogen sorption, and the results showed a microporous nature with high specific surface areas up to 930 m2g-1. PTPHxCzSiOH-modified glassy carbon electrodes showed an enhanced electrochemical response to nitrobenzene as prototypical nitroaromatic compound compared to unmodified glassy carbon electrodes.

Project description:Bioinspired, stimuli-responsive, polymer-functionalized mesoporous films are promising platforms for precisely regulating nanopore transport toward applications in water management, iontronics, catalysis, sensing, drug delivery, or energy conversion. Nanopore technologies still require new, facile, and effective nanopore functionalization with multi- and stimuli-responsive polymers to reach these complicated application targets. In recent years, zwitterionic and multifunctional polydopamine (PDA) films deposited on planar surfaces by electropolymerization have helped surfaces respond to various external stimuli such as light, temperature, moisture, and pH. However, PDA has not been used to functionalize nanoporous films, where the PDA-coating could locally regulate the ionic nanopore transport. This study investigates the electropolymerization of homogeneous thin PDA films to functionalize nanopores of mesoporous silica films. We investigate the effect of different mesoporous film structures and the number of electropolymerization cycles on the presence of PDA at mesopores and mesoporous film surfaces. Our spectroscopic, microscopic, and electrochemical analysis reveals that the amount and location (pores and surface) of deposited PDA at mesoporous films is related to the combination of the number of electropolymerization cycles and the mesoporous film thickness and pore size. In view of the application of the proposed PDA-functionalized mesoporous films in areas requiring ion transport control, we studied the ion nanopore transport of the films by cyclic voltammetry. We realized that the amount of PDA in the nanopores helps to limit the overall ionic transport, while the pH-dependent transport mechanism of pristine silica films remains unchanged. It was found that (i) the pH-dependent deprotonation of PDA and silica walls and (ii) the insulation of the indium-tin oxide (ITO) surface by increasing the amount of PDA within the mesoporous silica film affect the ionic nanopore transport.

Dataset Information

One-Step Electropolymerization of a Dicyanobenzene-Carbazole-Imidazole Dye to Prepare Photoactive Redox Polymer Films.

Publications

One-Step Electropolymerization of a Dicyanobenzene-Carbazole-Imidazole Dye to Prepare Photoactive Redox Polymer Films.

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