TY - JOUR
T1 - Ultra-low-temperature reversible thermochromism and contactless bacterial sensing by chalcone-functionalized polydiacetylene
AU - Manikandan, Rajendran
AU - Shauloff, Nitzan
AU - Jelinek, Raz
N1 - Funding Information:
R. M. thanks the Kreitman School of advanced graduate studies for the fellowship.
Publisher Copyright:
© 2022 The Royal Society of Chemistry.
PY - 2022/10/3
Y1 - 2022/10/3
N2 - Polydiacetylenes are a class of conjugated polymers exhibiting unique color and fluorescence transformations. Here, we report the synthesis and remarkable chromatic properties of polymerized diacetylene displaying a chalcone headgroup. Specifically, the exposure of drop-casted chalcone-diacetylene films to HCl allowed diacetylene polymerization through modulating the ion-pair interactions and hydrogen bonding between adjacent chalcone residues. The HCl-treated chalcone-polydiacetylene films displayed reversible thermochromism even at very low temperatures (down to −50 °C). In addition, the polymerized films exhibit specific color and fluorescence transformations selectively induced by ammonia vapor, ascribed to scavenging of the HCl residues and resultant “blending” of the distinctive colors/fluorescence of both chalcone moieties and the polydiacetylene network. The ammonia sensing capabilities of the HCl-treated chalcone-polydiacetylene films were employed for high-sensitivity visible detection of bacterial growth and food spoilage, in varied temperatures and under various humidity conditions. Notably, the simple synthesis, sensitive chromatic response of the chalcone-polydiacetylene-HCl films and the demonstrated feasibility of visual early detection of food spoilage in a broad temperature range furnish significant practical advantages compared to existing food monitoring technologies.
AB - Polydiacetylenes are a class of conjugated polymers exhibiting unique color and fluorescence transformations. Here, we report the synthesis and remarkable chromatic properties of polymerized diacetylene displaying a chalcone headgroup. Specifically, the exposure of drop-casted chalcone-diacetylene films to HCl allowed diacetylene polymerization through modulating the ion-pair interactions and hydrogen bonding between adjacent chalcone residues. The HCl-treated chalcone-polydiacetylene films displayed reversible thermochromism even at very low temperatures (down to −50 °C). In addition, the polymerized films exhibit specific color and fluorescence transformations selectively induced by ammonia vapor, ascribed to scavenging of the HCl residues and resultant “blending” of the distinctive colors/fluorescence of both chalcone moieties and the polydiacetylene network. The ammonia sensing capabilities of the HCl-treated chalcone-polydiacetylene films were employed for high-sensitivity visible detection of bacterial growth and food spoilage, in varied temperatures and under various humidity conditions. Notably, the simple synthesis, sensitive chromatic response of the chalcone-polydiacetylene-HCl films and the demonstrated feasibility of visual early detection of food spoilage in a broad temperature range furnish significant practical advantages compared to existing food monitoring technologies.
UR - http://www.scopus.com/inward/record.url?scp=85141604621&partnerID=8YFLogxK
U2 - 10.1039/d2tc03604e
DO - 10.1039/d2tc03604e
M3 - Article
AN - SCOPUS:85141604621
SN - 2050-7526
VL - 10
SP - 16265
EP - 16272
JO - Journal of Materials Chemistry C
JF - Journal of Materials Chemistry C
IS - 43
ER -