Ordered monolayers of free-standing porphyrins on gold.

J Am Chem Soc

Otto-Diels-Institute for Organic Chemistry and ‡Institute for Experimental and Applied Physics, Christian-Albrechts-University of Kiel, 24098 Kiel, Germany.

Published: August 2014

AI Article Synopsis

  • The study focuses on how to attach chromophores, specifically porphyrins, to metal surfaces for creating advanced photonic devices and light-harvesting systems.
  • The researchers achieved this by using a self-assembly technique to position the porphyrins upright on a gold surface (Au(111)), which was validated through various methods like STM and absorption spectroscopy.
  • The study reveals that while the smaller porphyrins can rotate freely due to their design, the larger triphenylporphyrin is constrained in its movement due to its size and interactions with neighboring molecules, leading to a specific alignment.

Article Abstract

The controlled attachment of chromophores to metal or semiconducting surfaces is a prerequisite for the construction of photonic devices and artificial surface-based light-harvesting systems. We present an approach to mount porphyrins in ordered monolayers on Au(111) by self-assembly and verify it, employing STM, absorption spectroscopy, and quantum chemical calculations. The usual adsorption geometry of planar chromophores, flat on the surface or densely packed edge-on, is prevented by mounting the porphyrins upright on a molecular platform. An ethynyl unit as spacer and pivot joint provides almost free azimuthal rotation of the unsubstituted porphin. However, rotation of the larger triphenylporphyrin unit is sterically restricted: because the diameter of the substituted porphyrin is larger than the distance to its next neighbors, the phenyl substituents of neigboring molecules interact by dispersion force, which leads to an alignment of the azimuthal rotators.

Download full-text PDF

Source
http://dx.doi.org/10.1021/ja505563eDOI Listing

Publication Analysis

Top Keywords

ordered monolayers
8
monolayers free-standing
4
free-standing porphyrins
4
porphyrins gold
4
gold controlled
4
controlled attachment
4
attachment chromophores
4
chromophores metal
4
metal semiconducting
4
semiconducting surfaces
4

Similar Publications

Transport mechanisms of the anthropogenic contaminant sulfamethoxazole in volcanic ash soils at equilibrium pH evaluated using the HYDRUS-1D model.

J Hazard Mater

January 2025

Facultad de Química y de Farmacia, Pontificia Universidad Católica de Chile, Vicuña Mackenna 4860, Santiago 7820436, Chile; Instituto para el Desarrollo Sustentable, Pontificia Universidad Católica de Chile, Vicuña Mackenna 4860, Santiago 7820436, Chile; Centro para el Desarrollo de la Nanociencia y Nanotecnología, CEDENNA, Santiago, Chile. Electronic address:

The volcanic soils in Chile, where a significant portion of agricultural activities take place, are impacted by the presence of veterinary drugs, including sulfamethoxazole (SMX). The study examines how different soil types influence the movement and retention of sulfamethoxazole (SMX) across four regions of Chile, focusing on conditions at a neutral pH of 7.0.

View Article and Find Full Text PDF

The effect of solution pH on the formation and surface structure of 2-pyrazinethiolate (2-PyzS) self-assembled monolayers (SAMs) formed by the adsorption of 2-mercaptopyrazine (2-PyzSH) on Au(111) was investigated using scanning tunneling microscopy (STM) and X-ray photoelectron microscopy (XPS). Molecular-scale STM observations clearly revealed that 2-PyzS SAMs at pH 2 had a short-range ordered phase of (2√3 × √21)R30° structure with a standing-up adsorption structure. However, 2-PyzS SAMs at pH 8 had a very unique long-range ordered phase, showing a "ladder-like molecular arrangement" with bright repeating rows.

View Article and Find Full Text PDF

High-performance and cost-effective hole-collecting materials (HCMs) are indispensable for commercially viable perovskite solar cells (PSCs). Here, we report an anchorable HCM composed of a triazatruxene core connected with three alkyl carboxylic acid groups (). In contrast to the phosphonic acid-containing tripodal analog (), molecules can form a hydrophilic monolayer on a transparent conducting oxide surface, which is beneficial for subsequent perovskite film deposition in the traditional layer-by-layer fabrication process.

View Article and Find Full Text PDF

Lead (Pb) is a highly toxic heavy metal that causes significant health hazards and environmental damage. Thus, the detection and removal of Pb ions in freshwater sources are imperative for safeguarding public health and the environment. Moreover, the transformation of single resources into multiple high-value products is vital for achieving sustainable development goals (SDGs).

View Article and Find Full Text PDF

This study presents the preparation, characterization, and application of a novel Multi-walled carbon nanotubes/TiO/chitosan (MWCNT/TiO/CS) nanocomposite, prepared using a hydrothermal method, for the removal of malachite green (MG) dye from aqueous solutions. Adsorption studies revealed optimal dye removal within 15 min of adsorption equilibrium time, with maximum removal efficiency of 98.53 % at pH 7.

View Article and Find Full Text PDF

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!