An inkjet-printable microemulsion system for colorimetric polydiacetylene supramolecules on paper substrates
- 28 February 2012
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of Materials Chemistry
- Vol. 22 (17), 8680-8686
- https://doi.org/10.1039/c2jm30301a
Abstract
Owing to their flexible, light-weight and disposable properties, paper-based electronic and sensor systems have gained much attention. Efficient immobilization and patterning of functional materials on paper substrates are critical to device performance. Herein, we report an inkjet printable and photopolymerizable diacetylene (DA) containing microemulsion system that can be readily transferred to paper substrates using a common office inkjet printer. UV-induced polymerization afforded clean formation of polydiacetylene (PDA) supramolecules on paper and the polymer displayed a typical thermochromism. The resolution of the printed PDA images was found to be equivalent to that of conventional black ink. The randomly oriented DA in the oil phase was found to be transformed to self-assembled layered structures upon printing. The printed PDA supramolecules derived from 5,7-dodecadiyne-1,12-diol bis[((butoxycarbonyl)methyl)urethane] (4BCMU) displayed a blue-to-red-to-yellow color transition upon heating. Thus, the blue colored 4BCMU-derived polymer was converted to a red colored PDA at 100 °C and further heating to 180 °C resulted in the generation of a yellow colored PDA. Upon cooling to room temperature, the yellow colored PDA became red and a complete colorimetric reversibility was observed between red (30 °C) and yellow (180 °C). The thermally promoted reversible PDA phase transition was successfully applied to a banknote to demonstrate an application to a potential counterfeit prevention method.Keywords
This publication has 55 references indexed in Scilit:
- Preparation and Structure of a Tubular Addition Polymer: A True Synthetic NanotubeJournal of the American Chemical Society, 2011
- Magnetochromatic Polydiacetylene by Incorporation of Fe3O4 NanoparticlesAngewandte Chemie, 2011
- Chemical Wiring and Soldering toward All-Molecule Electronic CircuitryJournal of the American Chemical Society, 2011
- Topochemical Polymerization of a Diarylbutadiyne Derivative in the Gel and Solid StatesOrganic Letters, 2011
- High‐Performance Two‐Dimensional Polydiacetylene with a Hybrid Inorganic–Organic StructureAngewandte Chemie, 2011
- Network Polydiacetylene Films: Preparation, Patterning, and Sensor ApplicationsAdvanced Functional Materials, 2011
- Core functionalization of polydiacetylene micelles by a “click” reactionSoft Matter, 2010
- Tuning Topochemical Polymerization of Diacetylenes: A Joint Synthetic, Structural, Photophysical, and Theoretical Study of a Series of Analogues of a Known Reactive Monomer, 1,6-Bis(diphenylamino)-2,4-hexadiyne (THD)Chemistry of Materials, 2010
- Effect of the Diacetylene Position on the Chromatic Properties of Polydiacetylenes from Self-Assembled Peptide AmphiphilesBiomacromolecules, 2010
- Single-Crystal-to-Single-Crystal Topochemical Polymerizations by DesignAccounts of Chemical Research, 2008