Inkjet-Compatible Single-Component Polydiacetylene Precursors for Thermochromic Paper Sensors

Abstract

Inkjet-printable diacetylene (DA) supramolecules, which can be dispersed in water without using additional surfactants, have been developed. The supramolecules are generated from DA monomers that contain bisurea groups, which are capable of forming hydrogen-bonding networks, and hydrophilic oligoethylene oxide moieties. Because of suitable size distribution and stability characteristics, the single DA component ink can be readily transferred to paper substrates by utilizing a common office inkjet printer. UV irradiation of the DA-printed paper results in generation of blue-colored polydiacetylene (PDA) images, which show reversible thermochromic transitions in specific temperature ranges. Inkjet-printed PDAs, in the format of a two-dimensional (2D) quick response (QR) code on a real parking ticket, serve as a dual anticounterfeiting system that combines easy decoding of the QR code and colorimetric PDA reversibility for validating the authenticity of the tickets. This single-component ink system has great potential for use in paper-based devices, temperature sensors, and anticounterfeiting barcodes.

Photon energy storage materials with high energy densities based on diacetylene–azobenzene derivatives

“…a photon energy storage material and a colorimetric indicator of the storage) as the photoisomerization of azobenzene groups and the consequent steric repulsion between the side chains may control the conjugation length of the polymer backbone reversibly. In fact, polydiacetylenes generally exhibit colorimetric transitions (usually from blue to red) 40 upon various stimuli such as heat, 41 mechanical perturbation, 42 and solvents, 43 which shorten the conjugation of the polymer backbones. We also observed the reversible blue 4 red thermochromism of polymer lms (ESI Fig.…”

Multicolor Reversible Thermochromic Properties of Gallic Acid-Cored Polydiacetylenes Appended with Poly(alkyl aryl ether) Dendrons

“…Significant changes in the vibration bands at 1633 and 1544 cm −1 , corresponding to amide I and amide II, respectively, were also observed (Figure ) . On heating the polymer film of 1, amide I shifted linearly to 1672 cm −1 , corresponding to a Δ υ of +39 cm −1 , with a decrease in the intensity, suggesting that the carbonyl group at higher temperature is either partially hydrogen bonded or the hydrogen bonding vanished completely .…”

Electrophoretic Deposition Polymerization of Diacetylenes with Tunable Structure

“…The results indicate that their thermochromic reversibility is better indeed, which is consistent with the above results from both Figure and Figure S12 (Supporting Information). The reason may be that, when x = 1, the chiral rigid groups in side chain are very closed to PDA backbone (Scheme ), this is inclined to improve intermolecular interactions among side chains, resulting in the formation of the reversible thermochromic properties and the enhanced thermal stability . Especially for PDA 2c , it carries a bulky benzyl group compared with the structure of 2a .…”