TY - JOUR
T1 - Mechanically Triggered Carbon Monoxide Release with Turn-On Aggregation-Induced Emission
AU - Sun, Yunyan
AU - Neary, William J.
AU - Burke, Zachary P.
AU - Qian, Hai
AU - Zhu, Lingyang
AU - Moore, Jeffrey S.
N1 - This research is financially supported by the Center for the Chemistry of Molecularly Optimized Networks (MONET), a National Science Foundation (NSF) Center for Chemical Innovation (CHE-2116298). The authors thank Toby Woods for collecting crystal data, Dorothy Loudermilk for graphics assistance, and Enrique Contreras and Professor Prashant Jain for assistance with GC-TCD experiments. TGA and DSC experiments were carried out in the Materials Research Laboratory Central Research Facilities, University of Illinois.
PY - 2022/1/26
Y1 - 2022/1/26
N2 - Polymers that release functional small molecules under mechanical stress potentially serve as next-generation materials for catalysis, sensing, and mechanochemical dynamic therapy. To further expand the function of mechanoresponsive materials, the discovery of chemistries capable of small molecule release are highly desirable. In this report, we detail a nonscissile bifunctional mechanophore (i.e., dual mechano-activated properties) based on a unique mechanochemical reaction involving norborn-2-en-7-one (NEO). One property is the release of carbon monoxide (CO) upon pulsed solution ultrasonication. A release efficiency of 58% is observed at high molecular weights (Mn = 158.8 kDa), equating to ∼154 molecules of CO released per chain. The second property is the bright cyan emission from the macromolecular product in its aggregated state, resulting in a turn-on fluorescence readout coincident with CO release. This report not only demonstrates a unique strategy for the release of small molecules in a nonscissile way but also guides future designs of force-responsive aggregation-induced emission (AIE) luminogens.
AB - Polymers that release functional small molecules under mechanical stress potentially serve as next-generation materials for catalysis, sensing, and mechanochemical dynamic therapy. To further expand the function of mechanoresponsive materials, the discovery of chemistries capable of small molecule release are highly desirable. In this report, we detail a nonscissile bifunctional mechanophore (i.e., dual mechano-activated properties) based on a unique mechanochemical reaction involving norborn-2-en-7-one (NEO). One property is the release of carbon monoxide (CO) upon pulsed solution ultrasonication. A release efficiency of 58% is observed at high molecular weights (Mn = 158.8 kDa), equating to ∼154 molecules of CO released per chain. The second property is the bright cyan emission from the macromolecular product in its aggregated state, resulting in a turn-on fluorescence readout coincident with CO release. This report not only demonstrates a unique strategy for the release of small molecules in a nonscissile way but also guides future designs of force-responsive aggregation-induced emission (AIE) luminogens.
UR - https://www.scopus.com/pages/publications/85123854625
UR - https://www.scopus.com/pages/publications/85123854625#tab=citedBy
U2 - 10.1021/jacs.1c12108
DO - 10.1021/jacs.1c12108
M3 - Article
C2 - 35019277
AN - SCOPUS:85123854625
SN - 0002-7863
VL - 144
SP - 1125
EP - 1129
JO - Journal of the American Chemical Society
JF - Journal of the American Chemical Society
IS - 3
ER -