Issue 7, 2023

2D self-assembly of o-OPE foldamers for chiroptical barcoding

Abstract

We report on the preparation and characterization of two dimensional (2D) films of (S,S,P)-1 and (R,R,M)-1ortho-oligophenylene ethylene (o-OPE) enantiomers presenting high values of circularly polarized luminescence (CPL). The amphiphilic character of these two molecules allows a precise 2D self-assembly at the air/water interface and an efficient transfer onto a glass solid support. The morphological and chiroptical characterization of the solid supports after the transfer of 1, 8, 16 and 32 Langmuir films of (S,S,P)-1 and (R,R,M)-1 has been carried out. The strong chiroptical values of these monomers allow reliable ECD measurements to be obtained after a single transfer, with ECD values increasing as the number of transferred films increases. The semi-liquid behavior of the monomers on the solid substrate allows CPL measurements free of photoselection artifacts that show values similar to those obtained in solution and independent of monomer concentration. All these properties have allowed us to develop the first simple organic molecule (SOM)-based chiroptical barcoding presenting positive and negative regions as a proof of concept.

Graphical abstract: 2D self-assembly of o-OPE foldamers for chiroptical barcoding

Supplementary files

Article information

Article type
Paper
Submitted
07 दिसम्बर 2022
Accepted
24 जनवरी 2023
First published
24 जनवरी 2023
This article is Open Access
Creative Commons BY-NC license

J. Mater. Chem. C, 2023,11, 2591-2599

2D self-assembly of o-OPE foldamers for chiroptical barcoding

I. López-Sicilia, A. M. Ortuño, P. Reine, D. Otero, M. T. Martín-Romero, L. Camacho, L. Álvarez de Cienfuegos, A. Orte, J. J. Giner-Casares, D. Miguel and J. M. Cuerva, J. Mater. Chem. C, 2023, 11, 2591 DOI: 10.1039/D2TC05208C

This article is licensed under a Creative Commons Attribution-NonCommercial 3.0 Unported Licence. You can use material from this article in other publications, without requesting further permission from the RSC, provided that the correct acknowledgement is given and it is not used for commercial purposes.

To request permission to reproduce material from this article in a commercial publication, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party commercial publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Social activity

Spotlight

Advertisements