Reversible Quenching of a Chromophore Luminescence by Color Transition of a Polydiacetylene

Abstract

A new reactive diacetylene molecule has been synthesized, incorporating a strongly luminescent chromophore, tetrazine (Tz). It readily polymerizes into the blue polydiacetylene (PDA) form, quenching the Tz luminescence already at concentrations ≤1 %. The blue to red PDA transition is thermally induced in the solid state and the original strong Tz emission is restored. This might lead to a new type of detection for sensors using the PDA color transition.

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

“…The blue color polymer was subjected to Raman analysis, in which the vibration at 2258 cm −1 completely disappeared and two new vibrations appeared, one broad vibration, distinguished as 1463 and 1508 cm −1 , and another at 2088 cm −1 shown in Figure b. The peaks at ≈ 2086 ± ≈ 8 and ≈ 1456 ± ≈ 8 cm −1 are characteristic peaks of CC and CC, respectively, of PDA polymers in its blue phase . Similar observation was also seen for the polymer of 2 (Figure c,d).…”

Mechano-responsive fluorescent polydiacetylene-based materials: towards quantification of shearing stress at the nanoscale

“…15 A wide variety of stimuli such as temperature, chemo-or bio-specific binding, pH, ions, [16][17][18] and mechanical forces 4,13,19,20 have been shown to trigger the transition. Furthermore, we have shown that it is possible to obtain a thermofluorochromic system with an excellent off to on contrast 21 , despite a low polymerisation rate, by covalently attaching the diacetylene to an appropriate fluorophore, namely tetrazine (Tz) 22 . Before polymerisation, tetrazine is fluorescent in solid state.…”

Visual Detection of pH and Biomolecular Interactions at Micromolar Concentrations Aided by a Trivalent Diacetylene-Based Vesicle

“…Polymerization abolished this Raman vibration and two new vibrations, one at 1504 and another at 2110 cm −1 , appeared. These vibrations are characteristic of alternate double and triple bonds, respectively, of ene–yne backbone of the polymer …”

“…These vibrations are characteristic of alternate double and triple bonds, respectively, of ene-yne backbone of the polymer. [23][24][25] Thermochromism in the solid state was verified on dried film drop-cast on glass and quartz substrates, by heating the sample under argon atmosphere. Upon heating to 125 °C, the blue color film changed to purple, then to red and finally to orange color.…”