Improving the reactivity of phenylacetylene macrocycles toward topochemical polymerization by side chains modification

The synthesis and self-assembly of two new phenylacetylene macrocycle (PAM) organogelators were performed. Polar 2-hydroxyethoxy side chains were incorporated in the inner part of the macrocycles to modify the assembly mode in the gel state. With this modification, it was possible to increase the re...

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Autores principales: Rondeau-Gagné, Simon, Néabo, Jules Roméo, Daigle, Maxime, Cantin, Katy, Morin, Jean-François
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2014
Materias:
Full Research Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4142893/
https://www.ncbi.nlm.nih.gov/pubmed/25161718
http://dx.doi.org/10.3762/bjoc.10.167
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author Rondeau-Gagné, Simon
Néabo, Jules Roméo
Daigle, Maxime
Cantin, Katy
Morin, Jean-François
author_facet Rondeau-Gagné, Simon
Néabo, Jules Roméo
Daigle, Maxime
Cantin, Katy
Morin, Jean-François
author_sort Rondeau-Gagné, Simon
collection PubMed
description The synthesis and self-assembly of two new phenylacetylene macrocycle (PAM) organogelators were performed. Polar 2-hydroxyethoxy side chains were incorporated in the inner part of the macrocycles to modify the assembly mode in the gel state. With this modification, it was possible to increase the reactivity of the macrocycles in the xerogel state to form polydiacetylenes (PDAs), leading to a significant enhancement of the polymerization yields. The organogels and the PDAs were characterized using Raman spectroscopy, X-ray diffraction (XRD) and scanning electron microscopy (SEM).
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spelling pubmed-41428932014-08-26 Improving the reactivity of phenylacetylene macrocycles toward topochemical polymerization by side chains modification Rondeau-Gagné, Simon Néabo, Jules Roméo Daigle, Maxime Cantin, Katy Morin, Jean-François Beilstein J Org Chem Full Research Paper The synthesis and self-assembly of two new phenylacetylene macrocycle (PAM) organogelators were performed. Polar 2-hydroxyethoxy side chains were incorporated in the inner part of the macrocycles to modify the assembly mode in the gel state. With this modification, it was possible to increase the reactivity of the macrocycles in the xerogel state to form polydiacetylenes (PDAs), leading to a significant enhancement of the polymerization yields. The organogels and the PDAs were characterized using Raman spectroscopy, X-ray diffraction (XRD) and scanning electron microscopy (SEM). Beilstein-Institut 2014-07-15 /pmc/articles/PMC4142893/ /pubmed/25161718 http://dx.doi.org/10.3762/bjoc.10.167 Text en Copyright © 2014, Rondeau-Gagné et al. https://creativecommons.org/licenses/by/2.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Full Research Paper
Rondeau-Gagné, Simon
Néabo, Jules Roméo
Daigle, Maxime
Cantin, Katy
Morin, Jean-François
Improving the reactivity of phenylacetylene macrocycles toward topochemical polymerization by side chains modification
title Improving the reactivity of phenylacetylene macrocycles toward topochemical polymerization by side chains modification
title_full Improving the reactivity of phenylacetylene macrocycles toward topochemical polymerization by side chains modification
title_fullStr Improving the reactivity of phenylacetylene macrocycles toward topochemical polymerization by side chains modification
title_full_unstemmed Improving the reactivity of phenylacetylene macrocycles toward topochemical polymerization by side chains modification
title_short Improving the reactivity of phenylacetylene macrocycles toward topochemical polymerization by side chains modification
title_sort improving the reactivity of phenylacetylene macrocycles toward topochemical polymerization by side chains modification
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4142893/
https://www.ncbi.nlm.nih.gov/pubmed/25161718
http://dx.doi.org/10.3762/bjoc.10.167
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