The first thiol–yne click chemistry approach for the preparation of liquid crystalline elastomers

Daniele Martella; Camilla Parmeggiani; Diederik Sybolt Wiersma; Milagros Piñol; Luis Oriol

doi:10.1039/C5TC01290B

The first thiol–yne click chemistry approach for the preparation of liquid crystalline elastomers†

Daniele Martella,^abc Camilla Parmeggiani,*^ad Diederik Sybolt Wiersma,^a Milagros Piñol^b and Luis Oriol*^b

* Corresponding authors

^a European Laboratory for Non-Linear Spectroscopy (LENS), University of Florence, Via Nello Carrara 1, 50019 Sesto Fiorentino, Italy
E-mail: camilla.parmeggiani@lens.unifi.it

^b Dipartimento di Chimica “Ugo Schiff”, University of Florence, via, della Lastruccia 3-13, 50019 Sesto Fiorentino, Italy

^c Instituto de Ciencia de Materiales de Aragón (ICMA), Departamento de Química Orgánica, Facultad de Ciencias, CSIC-Universidad de Zaragoza, C./Pedro Cerbuna 12, 50009 Zaragoza, Spain
E-mail: loriol@unizar.es

^d Istituto Nazionale di Ottica (CNR-INO), U.O.S. Sesto Fiorentino, Via Nello Carrara 1, 50019 Sesto Fiorentino, Italy

Abstract

A thiol–yne click chemistry reaction is presented, for the first time, to prepare liquid crystalline elastomers. The synthetic strategy is based on two liquid crystalline monomers, one bearing an alkyne group and the second bearing two thiol groups, to create a liquid crystalline network with a mixed side-chain/main-chain structure. The resulting material, having this macromolecular structure, is able to undergo bigger contractions than the common LCEs prepared using photopolymerization and having a side-chain structure. This preparation method results in a good strategy also for miniaturization of LCE devices, a hot topic in microrobotics and fluidic-photonics.

This article is part of the themed collection: Bioorthogonal and click chemistry: Celebrating the 2022 Nobel Prize in Chemistry

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DOI: https://doi.org/10.1039/C5TC01290B
Article type: Paper
Submitted: 07 May 2015
Accepted: 31 Jul 2015
First published: 31 Jul 2015

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J. Mater. Chem. C, 2015,3, 9003-9010

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The first thiol–yne click chemistry approach for the preparation of liquid crystalline elastomers

D. Martella, C. Parmeggiani, D. S. Wiersma, M. Piñol and L. Oriol, J. Mater. Chem. C, 2015, 3, 9003 DOI: 10.1039/C5TC01290B

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Journal of Materials Chemistry C

The first thiol–yne click chemistry approach for the preparation of liquid crystalline elastomers†

Abstract

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The first thiol–yne click chemistry approach for the preparation of liquid crystalline elastomers

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