Literature DB >> 22717441

Mechanically induced chemiluminescence from polymers incorporating a 1,2-dioxetane unit in the main chain.

Yulan Chen1, A J H Spiering, S Karthikeyan, Gerrit W M Peters, E W Meijer, Rint P Sijbesma.   

Abstract

Nature uses mechanochemical transduction processes to achieve diverse and vital functions, such as hearing, cellular adhesion and gating of ion channels. One fascinating example of biological mechanotransduction is the emission of light on mechanical stimulation. However, molecular-level transduction of force into luminescence in a synthetic system remains a challenge. Here, we show that bis(adamantyl)-1,2-dioxetane emits visible light when force is applied to a polymer chain or network in which this unit is incorporated. Bright-blue luminescence was observed on sonication of solutions of dioxetane-containing linear polymers and on the straining of polymer networks with dioxetane crosslinkers. Light is emitted from the adamantanone-excited state that forms on opening of the four-membered dioxetane ring. Increased sensitivity and colour tuning were achieved by energy transfer to suitable acceptors. High spatial and temporal resolutions highlight the potential to study the failure of polymeric materials in unprecedented detail.

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Year:  2012        PMID: 22717441     DOI: 10.1038/nchem.1358

Source DB:  PubMed          Journal:  Nat Chem        ISSN: 1755-4330            Impact factor:   24.427


  18 in total

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Authors:  Steven H D Haddock; Mark A Moline; James F Case
Journal:  Ann Rev Mar Sci       Date:  2010

Review 2.  Applications of dioxetane chemiluminescent probes to molecular biology.

Authors:  S Beck; H Köster
Journal:  Anal Chem       Date:  1990-11-01       Impact factor: 6.986

3.  Mechanochemistry: the mechanical activation of covalent bonds.

Authors:  Martin K Beyer; Hauke Clausen-Schaumann
Journal:  Chem Rev       Date:  2005-08       Impact factor: 60.622

4.  Force-induced redistribution of a chemical equilibrium.

Authors:  Corissa K Lee; Douglas A Davis; Scott R White; Jeffrey S Moore; Nancy R Sottos; Paul V Braun
Journal:  J Am Chem Soc       Date:  2010-10-26       Impact factor: 15.419

5.  Mechanophore-linked addition polymers.

Authors:  Stephanie L Potisek; Douglas A Davis; Nancy R Sottos; Scott R White; Jeffrey S Moore
Journal:  J Am Chem Soc       Date:  2007-10-24       Impact factor: 15.419

6.  Mechanically activated integrin switch controls alpha5beta1 function.

Authors:  Julie C Friedland; Mark H Lee; David Boettiger
Journal:  Science       Date:  2009-01-30       Impact factor: 47.728

7.  Activating catalysts with mechanical force.

Authors:  Alessio Piermattei; S Karthikeyan; Rint P Sijbesma
Journal:  Nat Chem       Date:  2009-04-06       Impact factor: 24.427

8.  gem-Dichlorocyclopropanes as abundant and efficient mechanophores in polybutadiene copolymers under mechanical stress.

Authors:  Jeremy M Lenhardt; Ashley L Black; Stephen L Craig
Journal:  J Am Chem Soc       Date:  2009-08-12       Impact factor: 15.419

9.  Force-induced activation of covalent bonds in mechanoresponsive polymeric materials.

Authors:  Douglas A Davis; Andrew Hamilton; Jinglei Yang; Lee D Cremar; Dara Van Gough; Stephanie L Potisek; Mitchell T Ong; Paul V Braun; Todd J Martínez; Scott R White; Jeffrey S Moore; Nancy R Sottos
Journal:  Nature       Date:  2009-05-07       Impact factor: 49.962

10.  Chemiluminescence as diagnostic tool. A review.

Authors:  C Dodeigne; L Thunus; R Lejeune
Journal:  Talanta       Date:  2000-03-06       Impact factor: 6.057

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  53 in total

1.  Mechanics of elastomeric molecular composites.

Authors:  Pierre Millereau; Etienne Ducrot; Jess M Clough; Meredith E Wiseman; Hugh R Brown; Rint P Sijbesma; Costantino Creton
Journal:  Proc Natl Acad Sci U S A       Date:  2018-08-28       Impact factor: 11.205

2.  Mechanochemistry: Demonstrated leverage.

Authors:  Roman Boulatov
Journal:  Nat Chem       Date:  2012-12-23       Impact factor: 24.427

Review 3.  Polymers with autonomous life-cycle control.

Authors:  Jason F Patrick; Maxwell J Robb; Nancy R Sottos; Jeffrey S Moore; Scott R White
Journal:  Nature       Date:  2016-12-14       Impact factor: 49.962

4.  Sterically controlled mechanochemistry under hydrostatic pressure.

Authors:  Hao Yan; Fan Yang; Ding Pan; Yu Lin; J Nathan Hohman; Diego Solis-Ibarra; Fei Hua Li; Jeremy E P Dahl; Robert M K Carlson; Boryslav A Tkachenko; Andrey A Fokin; Peter R Schreiner; Giulia Galli; Wendy L Mao; Zhi-Xun Shen; Nicholas A Melosh
Journal:  Nature       Date:  2018-02-21       Impact factor: 49.962

5.  High-intensity focused ultrasound-induced mechanochemical transduction in synthetic elastomers.

Authors:  Gun Kim; Vivian M Lau; Abigail J Halmes; Michael L Oelze; Jeffrey S Moore; King C Li
Journal:  Proc Natl Acad Sci U S A       Date:  2019-05-10       Impact factor: 11.205

6.  A backbone lever-arm effect enhances polymer mechanochemistry.

Authors:  Hope M Klukovich; Tatiana B Kouznetsova; Zachary S Kean; Jeremy M Lenhardt; Stephen L Craig
Journal:  Nat Chem       Date:  2012-12-23       Impact factor: 24.427

7.  Mechanochemical strengthening of a synthetic polymer in response to typically destructive shear forces.

Authors:  Ashley L Black Ramirez; Zachary S Kean; Joshua A Orlicki; Mangesh Champhekar; Sarah M Elsakr; Wendy E Krause; Stephen L Craig
Journal:  Nat Chem       Date:  2013-08-04       Impact factor: 24.427

8.  Stress-responsive polymers containing cyclobutane core mechanophores: reactivity and mechanistic insights.

Authors:  Zachary S Kean; Zhenbin Niu; Gihan B Hewage; Arnold L Rheingold; Stephen L Craig
Journal:  J Am Chem Soc       Date:  2013-08-27       Impact factor: 15.419

9.  Distal conformational locks on ferrocene mechanophores guide reaction pathways for increased mechanochemical reactivity.

Authors:  Yudi Zhang; Zi Wang; Tatiana B Kouznetsova; Ye Sha; Enhua Xu; Logan Shannahan; Muge Fermen-Coker; Yangju Lin; Chuanbing Tang; Stephen L Craig
Journal:  Nat Chem       Date:  2020-12-21       Impact factor: 24.427

10.  Absorption and Emission Spectra of a Flexible Dye in Solution: a Computational Time-Dependent Approach.

Authors:  Nicola De Mitri; Susanna Monti; Giacomo Prampolini; Vincenzo Barone
Journal:  J Chem Theory Comput       Date:  2013-10-08       Impact factor: 6.006

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