Journal ArticleDOI
"Flex-activated" mechanophores: using polymer mechanochemistry to direct bond bending activation.
TLDR
Studies in mechanochemical transduction that probe the activation of bonds orthogonal to an elongated polymer main chain are described, a first step toward mechanophores capable of releasing side-chain functionalities without inherently compromising the overall macromolecular architecture.Abstract:
We describe studies in mechanochemical transduction that probe the activation of bonds orthogonal to an elongated polymer main chain. Compression of mechanophore-cross-linked materials resulted in the release of small molecules via cleavage of covalent bonds that were not integral components of the elongated polymer segments. The reactivity is proposed to arise from the distribution of force through the cross-linking units of the polymer network and subsequent bond bending motions that are consistent with the geometric changes in the overall reaction. This departure from contemporary polymer mechanochemistry, in which activation is achieved primarily by force-induced bond elongation, is a first step toward mechanophores capable of releasing side-chain functionalities without inherently compromising the overall macromolecular architecture.read more
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Trigger chemistries for better industrial formulations
Hsuan Chin Wang,Yanfeng Zhang,Catherine M. Possanza,Steven C. Zimmerman,Jianjun Cheng,Jeffrey S. Moore,Keith Harris,Joshua S. Katz +7 more
TL;DR: This review discusses areas of trigger release chemistries and their applications specifically as relevant to industrial use and focuses on the use of heat, light, shear, and pH triggers as applied in several model polymeric systems for inducing active release.
Journal ArticleDOI
Mechano-Sensitive Synthetic Ion Channels.
Takahiro Muraoka,Kaori Umetsu,Kazuhito V. Tabata,Tsutomu Hamada,Hiroyuki Noji,Takashi Yamashita,Kazushi Kinbara,Kazushi Kinbara +7 more
TL;DR: Three-transmembrane amphiphile shows ion transportation by forming a unimolecular channel even under a tensionless condition, and the ion-transporting activity decreased with expanding tension, which opens the door toward new mechano-sensitive molecular devices.
Journal ArticleDOI
From Molecules to Polymers-Harnessing Inter- and Intramolecular Interactions to Create Mechanochromic Materials.
TL;DR: It is reviewed how alterations of molecules and polymers can be exploited for the development of mechanochromic materials that signal deformation without breaking covalent bonds.
Journal ArticleDOI
Benzoladderene Mechanophores: Synthesis, Polymerization, and Mechanochemical Transformation
TL;DR: These benzoladderenes and their resulting polymers are easier to synthesize than the polyladderene system and allow mechanochemical generation of conjugated polymers beyond polyacetylene.
Journal ArticleDOI
Reactivity and Mechanism of a Mechanically Activated anti-Woodward–Hoffmann–DePuy Reaction
TL;DR: Single-molecule polymer mechanochemistry is used to induce the disrotatory outward ring opening of a cis-dialkyl substituted syn-chloro-gem-chlorofluorocyclopropane, in violation of the Woodward-Hoffmann-DePuy (WHD) rule.
References
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Journal ArticleDOI
Force-induced activation of covalent bonds in mechanoresponsive polymeric materials
Douglas A. Davis,Andrew Hamilton,Jinglei Yang,Jinglei Yang,Lee D. Cremar,Dara Van. Gough,Stephanie L. Potisek,Mitchell T. Ong,Paul V. Braun,Todd J. Martínez,Todd J. Martínez,Scott R. White,Jeffrey S. Moore,Nancy R. Sottos +13 more
TL;DR: It is found that pronounced changes in colour and fluorescence emerge with the accumulation of plastic deformation, indicating that in these polymeric materials the transduction of mechanical force into the ring-opening reaction is an activated process.
Journal ArticleDOI
Mechanically-induced chemical changes in polymeric materials
Mary M. Caruso,Douglas A. Davis,Qilong Shen,Susan A. Odom,Nancy R. Sottos,Scott R. White,Jeffrey S. Moore +6 more
TL;DR: The purpose of this review is to broadly survey the mechanical to chemical relationships between synthetic polymers, and to consider the I-O relationship as an energy transduction process for designing stimuli-responsive materials.
Journal ArticleDOI
Mechanochemistry: the mechanical activation of covalent bonds.
TL;DR: A survey of the classical works in mechanochemistry is given and the key mechanochemical phenomena into perspective with recent results from atomic force microscopy and quantum molecular dynamics simulations are put into perspective.
Journal ArticleDOI
From mechanism to mouse: a tale of two bioorthogonal reactions.
TL;DR: Work in the laboratory led to the development of two bioorthogonal transformations that exploit the azide as a small, abiotic, and bioinert reaction partner: the Staudinger ligation and strain-promoted azide–alkyne cycloaddition.
Journal ArticleDOI
Mechanical processes in biochemistry.
TL;DR: This review provides the conceptual framework to understand the role of mechanical force in biochemistry.