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

ABSTRACT: 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).

SUBMITTER: Rondeau-Gagne S

PROVIDER: S-EPMC4142893 | biostudies-literature | 2014

REPOSITORIES: biostudies-literature

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

Rondeau-Gagné Simon S Néabo Jules Roméo JR Daigle Maxime M Cantin Katy K Morin Jean-François JF

Beilstein journal of organic chemistry 20140715

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 usin ...[more]

PMID: 25161718

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