Issue 11, 2020

Hydrogen-bond-driven supramolecular self-assembly of diacetylene derivatives for topochemical polymerization in solution

Abstract

We report here on a set of diacetylene-derivatized compounds by the introduction of amide functions as structure directing agents. Facilitated by hydrogen-bonding, the ordered supramolecular nanofibers comprising 2 placed the reactive diynes at appropriate positions to allow for topochemical polymerizations upon photoirradiation in methylcyclohexane. However, no polymerization reaction occurred in 1 because phenyl groups were too close to the diacetylene moiety, which may limit the geometry of diacetylene functions required for 1,4-polymerization and inhibit the topochemical polymerization. This mild, additive-free and solution-processable polymerization of diacetylene monomers is particularly promising because it enables a wider range of applications in patterning and processing of π-conjugated materials and the rigidification of conjugated polymeric networks.

Graphical abstract: Hydrogen-bond-driven supramolecular self-assembly of diacetylene derivatives for topochemical polymerization in solution

Supplementary files

Article information

Article type
Paper
Submitted
19 Nov 2019
Accepted
27 Jan 2020
First published
28 Jan 2020

Polym. Chem., 2020,11, 1947-1953

Hydrogen-bond-driven supramolecular self-assembly of diacetylene derivatives for topochemical polymerization in solution

J. Fan, X. Xu, W. Yu, Z. Wei and D. Zhang, Polym. Chem., 2020, 11, 1947 DOI: 10.1039/C9PY01745C

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