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

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http://hdl.handle.net/10396/25359

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(Helvia: Repositorio Institucional de la Universidad de Córdoba)

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Title:: 2D self-assembly of o-OPE foldamers for chiroptical barcoding
Tema:: 2D films; Ortho-oligophenylene ethylene; Circularly polarized luminescence
Description:: 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.
Source:: Journal of Materials Chemistry C 11, 2591-2599 (2023)
Idioma:: English
Relation:: https://doi.org/10.1039/D2TC05208C; Gobierno de España. PID2020-112744GB-I00; Gobierno de España. PID2020-113059GB-C21/AEI/10.13039/501100011033; Gobierno de España. PRE2021-097546; Gobierno de España. FPU16/02597; Gobierno de España. MCIN/AIE/10.13039/501100011033; Junta de Andalucía. P20_00162
Autor/Productor:: López-Sicilia, Irene; Ortuño, Ana M.; Reine, Pablo; Otero, David; Martín-Romero, M.T.; Camacho, Luis; Álvarez de Cienfuegos, Luis; Giner-Casares, Juan J.; Miguel, Delia; Cuerva, Juan M.
Publisher:: Royal Society of Chemistry
Rights:: https://creativecommons.org/licenses/by-nc-nd/4.0/; info:eu-repo/semantics/openAccess
Date:: 2023-05-22T12:00:49Z; 2023
Tipo de recurso:: info:eu-repo/semantics/article
Format:: application/pdf

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1. <dc:title>2D self-assembly of o-OPE foldamers for chiroptical barcoding</dc:title>
2. <dc:creator>López-Sicilia, Irene</dc:creator>
3. <dc:creator>Ortuño, Ana M.</dc:creator>
4. <dc:creator>Reine, Pablo</dc:creator>
5. <dc:creator>Otero, David</dc:creator>
6. <dc:creator>Martín-Romero, M.T.</dc:creator>
7. <dc:creator>Camacho, Luis</dc:creator>
8. <dc:creator>Álvarez de Cienfuegos, Luis</dc:creator>
9. <dc:creator>Giner-Casares, Juan J.</dc:creator>
10. <dc:creator>Miguel, Delia</dc:creator>
11. <dc:creator>Cuerva, Juan M.</dc:creator>
12. <dc:subject>2D films</dc:subject>
13. <dc:subject>Ortho-oligophenylene ethylene</dc:subject>
14. <dc:subject>Circularly polarized luminescence</dc:subject>
15. <dc:description>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.</dc:description>
16. <dc:date>2023-05-22T12:00:49Z</dc:date>
17. <dc:date>2023-05-22T12:00:49Z</dc:date>
18. <dc:date>2023</dc:date>
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32. <dc:publisher>Royal Society of Chemistry</dc:publisher>
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