Author, as appears in the article.: Guardia, Jordi; Zare, Alireza; Eleeza, John; Giamberini, Marta; Reina, Jose Antonio; Montane, Xavier
Department: Química Analítica i Química Orgànica Enginyeria Química
URV's Author/s: Giamberini, Marta / Guardià Blanch, Jordi / Montané Montané, Xavier / Reina Lozano, José Antonio / Zare, Alireza
Project code: Grant agreement No. 713679
Keywords: Ion-conducting membranes supramolecular architectures polymerization liquid-crystalline facile synthesis esters design coupling reagents catalyzed amidation 2-oxazolines
Abstract: In this article, we synthesized a novel dendritic 2-oxazoline, 2-(3,4,5-tris(4-dodecyloxybenzyloxy)phenyl)-4,5-dihydro-1,3-oxazole), and its amide precursor N-(2-hydroxyethyl)-3,4,5-tris(4-dodecyloxybenzyloxy)benzamide. Of the distinct synthetic routes explored, it was established that the direct amidation of esters with sodium methoxide followed by the dehydrative cyclisation with 2,3-dichloro-5,6-dicyano-1,4-benzoquinone as oxidizing agent and triphenylphosphine was the most efficient route to synthesize the dendritic 2-oxazoline. Besides, N-(2-hydroxyethyl)-3,4,5-tris(4-dodecyloxybenzyloxy)benzamide exhibited a monotropic columnar mesophase, whilst the dendritic 2-oxazoline does not exhibited a liquid crystalline mesophase. At the end, the first attempts to polymerize the 2-oxazoline monomer via cationic ring opening polymerization showed promising results. Therefore, the dendritic 2-oxazoline could be used as a mesogenic monomer in the synthesis of side-chain liquid-crystalline polyoxazolines that might self-assembly into columnar structures.© 2022. The Author(s).
Thematic Areas: Zootecnia / recursos pesqueiros Saúde coletiva Química Psicología Odontología Nutrição Multidisciplinary sciences Multidisciplinary Medicina veterinaria Medicina iii Medicina ii Medicina i Materiais Matemática / probabilidade e estatística Letras / linguística Interdisciplinar Geografía Geociências Farmacia Engenharias iv Engenharias iii Engenharias ii Enfermagem Educação física Educação Economia Ciências biológicas iii Ciências biológicas ii Ciências biológicas i Ciências ambientais Ciências agrárias i Ciência de alimentos Ciência da computação Biotecnología Biodiversidade Astronomia / física
licence for use: https://creativecommons.org/licenses/by/3.0/es/
Author's mail: xavier.montane@urv.cat jordi.guardia@alumni.urv.cat alireza.zare@urv.cat marta.giamberini@urv.cat joseantonio.reina@urv.cat
Author identifier: 0000-0002-1426-239X 0000-0003-1345-3140 0000-0002-6981-8914 0000-0001-8278-3552 0000-0002-9245-4135
Record's date: 2024-11-02
Papper version: info:eu-repo/semantics/publishedVersion
Link to the original source: https://www.nature.com/articles/s41598-022-05747-1
Funding program: Marie Skłodowska-Curie Actions - European Union's Horizon 2020 research and innovation program
Licence document URL: https://repositori.urv.cat/ca/proteccio-de-dades/
Papper original source: Scientific Reports. 12 (1): 1725-1725
APA: Guardia, Jordi; Zare, Alireza; Eleeza, John; Giamberini, Marta; Reina, Jose Antonio; Montane, Xavier (2022). Synthesis and characterization of dendritic compounds containing nitrogen: monomer precursors in the construction of biomimetic membranes. Scientific Reports, 12(1), 1725-1725. DOI: 10.1038/s41598-022-05747-1
Acronym: MFP
Article's DOI: 10.1038/s41598-022-05747-1
Entity: Universitat Rovira i Virgili
Journal publication year: 2022
Funding program action: Martí i Franquès COFUND Doctoral Programme
Publication Type: Journal Publications
Repositori URV