skip to main content
DOE PAGES title logo U.S. Department of Energy
Office of Scientific and Technical Information

This content will become publicly available on November 20, 2020

Title: Conformational Entropy as a Means to Control the Behavior of Poly(diketoenamine) Vitrimers In and Out of Equilibrium

Authors:
 [1];  [2];  [3];  [2];  [4];  [2];  [5];  [6]; ORCiD logo [7]
  1. Beijing Advanced Innovation Center, for Soft Matter Science and Engineering Beijing University, of Chemical Technology, Beijing 100029 China
  2. The Molecular Foundry, Lawrence Berkeley National Laboratory, 1 Cyclotron Road Berkeley CA 94720 USA
  3. Energy Technologies Area, Lawrence Berkeley National Laboratory, 1 Cyclotron Road Berkeley CA 94720 USA
  4. Graduate Group of Applied Science and Technology, University of California, Berkeley CA 94720 USA, Environmental Energy Technologies Division, Lawrence Berkeley National Laboratory, 1 Cyclotron Road Berkeley CA 94720 USA
  5. Materials Science and Engineering Department, University of California, Berkeley CA 94720 USA
  6. Beijing Advanced Innovation Center, for Soft Matter Science and Engineering Beijing University, of Chemical Technology, Beijing 100029 China, Materials Sciences Division, Lawrence Berkeley National Laboratory, 1 Cyclotron Road Berkeley CA 94720 USA, Polymer Science and Engineering Department, University of Massachusetts, Amherst MA 01003 USA
  7. The Molecular Foundry, Lawrence Berkeley National Laboratory, 1 Cyclotron Road Berkeley CA 94720 USA, Materials Sciences Division, Lawrence Berkeley National Laboratory, 1 Cyclotron Road Berkeley CA 94720 USA
Publication Date:
Sponsoring Org.:
USDOE Office of Science (SC), Basic Energy Sciences (BES) (SC-22); USDOE Office of Science (SC), Workforce Development for Teachers and Scientists (WDTS) (SC-27)
OSTI Identifier:
1575101
Grant/Contract Number:  
AC02-05CH11231
Resource Type:
Publisher's Accepted Manuscript
Journal Name:
Angewandte Chemie (International Edition)
Additional Journal Information:
Journal Name: Angewandte Chemie (International Edition); Journal ID: ISSN 1433-7851
Publisher:
Wiley Blackwell (John Wiley & Sons)
Country of Publication:
Germany
Language:
English

Citation Formats

He, Changfei, Christensen, Peter R., Seguin, Trevor J., Dailing, Eric A., Wood, Brandon M., Walde, Rebecca K., Persson, Kristin A., Russell, Thomas P., and Helms, Brett A. Conformational Entropy as a Means to Control the Behavior of Poly(diketoenamine) Vitrimers In and Out of Equilibrium. Germany: N. p., 2019. Web. doi:10.1002/anie.201912223.
He, Changfei, Christensen, Peter R., Seguin, Trevor J., Dailing, Eric A., Wood, Brandon M., Walde, Rebecca K., Persson, Kristin A., Russell, Thomas P., & Helms, Brett A. Conformational Entropy as a Means to Control the Behavior of Poly(diketoenamine) Vitrimers In and Out of Equilibrium. Germany. doi:10.1002/anie.201912223.
He, Changfei, Christensen, Peter R., Seguin, Trevor J., Dailing, Eric A., Wood, Brandon M., Walde, Rebecca K., Persson, Kristin A., Russell, Thomas P., and Helms, Brett A. Thu . "Conformational Entropy as a Means to Control the Behavior of Poly(diketoenamine) Vitrimers In and Out of Equilibrium". Germany. doi:10.1002/anie.201912223.
@article{osti_1575101,
title = {Conformational Entropy as a Means to Control the Behavior of Poly(diketoenamine) Vitrimers In and Out of Equilibrium},
author = {He, Changfei and Christensen, Peter R. and Seguin, Trevor J. and Dailing, Eric A. and Wood, Brandon M. and Walde, Rebecca K. and Persson, Kristin A. and Russell, Thomas P. and Helms, Brett A.},
abstractNote = {},
doi = {10.1002/anie.201912223},
journal = {Angewandte Chemie (International Edition)},
number = ,
volume = ,
place = {Germany},
year = {2019},
month = {11}
}

Journal Article:
Free Publicly Available Full Text
This content will become publicly available on November 20, 2020
Publisher's Version of Record

Save / Share:

Works referenced in this record:

A Catalyst-Free Epoxy Vitrimer System Based on Multifunctional Hyperbranched Polymer
journal, August 2018


Recyclable, Strong, and Highly Malleable Thermosets Based on Boroxine Networks
journal, May 2018

  • Ogden, William A.; Guan, Zhibin
  • Journal of the American Chemical Society, Vol. 140, Issue 20
  • DOI: 10.1021/jacs.8b03257

Approaches to Sustainable and Continually Recyclable Cross-Linked Polymers
journal, August 2018

  • Fortman, David J.; Brutman, Jacob P.; De Hoe, Guilhem X.
  • ACS Sustainable Chemistry & Engineering, Vol. 6, Issue 9
  • DOI: 10.1021/acssuschemeng.8b02355

Metal-Catalyzed Transesterification for Healing and Assembling of Thermosets
journal, April 2012

  • Capelot, Mathieu; Montarnal, Damien; Tournilhac, François
  • Journal of the American Chemical Society, Vol. 134, Issue 18
  • DOI: 10.1021/ja302894k

DNA-Based Nanodevices Controlled by Purely Entropic Linker Domains
journal, October 2018

  • Mariottini, Davide; Idili, Andrea; Nijenhuis, Minke A. D.
  • Journal of the American Chemical Society, Vol. 140, Issue 44
  • DOI: 10.1021/jacs.8b07640

Silica-Like Malleable Materials from Permanent Organic Networks
journal, November 2011


Thermoset Shape-Memory Polyurethane with Intrinsic Plasticity Enabled by Transcarbamoylation
journal, June 2016


Chemical control of the viscoelastic properties of vinylogous urethane vitrimers
journal, March 2017

  • Denissen, Wim; Droesbeke, Martijn; Nicolaÿ, Renaud
  • Nature Communications, Vol. 8, Issue 1
  • DOI: 10.1038/ncomms14857

High-performance vitrimers from commodity thermoplastics through dioxaborolane metathesis
journal, April 2017


Vitrimers: permanent organic networks with glass-like fluidity
journal, January 2016

  • Denissen, Wim; Winne, Johan M.; Du Prez, Filip E.
  • Chemical Science, Vol. 7, Issue 1
  • DOI: 10.1039/C5SC02223A

Catalyst-Free Vitrimers from Vinyl Polymers
journal, February 2019


Reprocessing and Recycling of Highly Cross-Linked Ion-Conducting Networks through Transalkylation Exchanges of C–N Bonds
journal, April 2015

  • Obadia, Mona M.; Mudraboyina, Bhanu P.; Serghei, Anatoli
  • Journal of the American Chemical Society, Vol. 137, Issue 18
  • DOI: 10.1021/jacs.5b02653

Malleable and Self-Healing Covalent Polymer Networks through Tunable Dynamic Boronic Ester Bonds
journal, May 2015

  • Cromwell, Olivia R.; Chung, Jaeyoon; Guan, Zhibin
  • Journal of the American Chemical Society, Vol. 137, Issue 20
  • DOI: 10.1021/jacs.5b03551

A Surprise from 1954: Siloxane Equilibration Is a Simple, Robust, and Obvious Polymer Self-Healing Mechanism
journal, January 2012

  • Zheng, Peiwen; McCarthy, Thomas J.
  • Journal of the American Chemical Society, Vol. 134, Issue 4
  • DOI: 10.1021/ja2113257

Biobased Amines: From Synthesis to Polymers; Present and Future
journal, October 2016


Closed-loop recycling of plastics enabled by dynamic covalent diketoenamine bonds
journal, April 2019

  • Christensen, Peter R.; Scheuermann, Angelique M.; Loeffler, Kathryn E.
  • Nature Chemistry, Vol. 11, Issue 5
  • DOI: 10.1038/s41557-019-0249-2

Mechanically Activated, Catalyst-Free Polyhydroxyurethane Vitrimers
journal, November 2015

  • Fortman, David J.; Brutman, Jacob P.; Cramer, Christopher J.
  • Journal of the American Chemical Society, Vol. 137, Issue 44
  • DOI: 10.1021/jacs.5b08084

Poly(butylene terephthalate)/Glycerol-based Vitrimers via Solid-State Polymerization
journal, August 2017


Silyl Ether as a Robust and Thermally Stable Dynamic Covalent Motif for Malleable Polymer Design
journal, October 2017

  • Nishimura, Yoshio; Chung, Jaeyoon; Muradyan, Hurik
  • Journal of the American Chemical Society, Vol. 139, Issue 42
  • DOI: 10.1021/jacs.7b08826

Biobased Thermosetting Epoxy: Present and Future
journal, October 2013

  • Auvergne, Rémi; Caillol, Sylvain; David, Ghislain
  • Chemical Reviews, Vol. 114, Issue 2
  • DOI: 10.1021/cr3001274

Dependence of Effective Molarity on Linker Length for an Intramolecular Protein−Ligand System
journal, February 2007

  • Krishnamurthy, Vijay M.; Semetey, Vincent; Bracher, Paul J.
  • Journal of the American Chemical Society, Vol. 129, Issue 5
  • DOI: 10.1021/ja066780e

Integration of chemical catalysis with extractive fermentation to produce fuels
journal, November 2012

  • Anbarasan, Pazhamalai; Baer, Zachary C.; Sreekumar, Sanil
  • Nature, Vol. 491, Issue 7423, p. 235-239
  • DOI: 10.1038/nature11594

Quantification of the Effect of Conformational Restriction on Supramolecular Effective Molarities
journal, January 2013

  • Adams, Harry; Chekmeneva, Elena; Hunter, Christopher A.
  • Journal of the American Chemical Society, Vol. 135, Issue 5
  • DOI: 10.1021/ja310221t

Heat- or Water-Driven Malleability in a Highly Recyclable Covalent Network Polymer
journal, March 2014

  • Taynton, Philip; Yu, Kai; Shoemaker, Richard K.
  • Advanced Materials, Vol. 26, Issue 23
  • DOI: 10.1002/adma.201400317

Second‐Order Transition Temperatures and Related Properties of Polystyrene. I. Influence of Molecular Weight
journal, June 1950

  • Fox, Thomas G.; Flory, Paul J.
  • Journal of Applied Physics, Vol. 21, Issue 6
  • DOI: 10.1063/1.1699711

Polylactide Vitrimers
journal, June 2014

  • Brutman, Jacob P.; Delgado, Paula A.; Hillmyer, Marc A.
  • ACS Macro Letters, Vol. 3, Issue 7
  • DOI: 10.1021/mz500269w

Thermoset Shape-Memory Polyurethane with Intrinsic Plasticity Enabled by Transcarbamoylation
journal, June 2016

  • Zheng, Ning; Fang, Zizheng; Zou, Weike
  • Angewandte Chemie International Edition, Vol. 55, Issue 38
  • DOI: 10.1002/anie.201602847

The Role of Protein Loops and Linkers in Conformational Dynamics and Allostery
journal, February 2016


Vinylogous Urethane Vitrimers
journal, March 2015

  • Denissen, Wim; Rivero, Guadalupe; Nicolaÿ, Renaud
  • Advanced Functional Materials, Vol. 25, Issue 16
  • DOI: 10.1002/adfm.201404553