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Title: Rigid Oligomer from Lignin in Designing of Tough, Self-Healing Elastomers

Abstract

Here, converting lignin into well-defined compounds is often challenged by structural complexation and inorganic contamination induced by the pulping process. In this report, instead of breaking down lignin into small molecules, we extracted a uniform and rigid oligomer from the lignin waste stream. The multifunctional polyphenol oligomer containing carboxylic acid, alcohol, and phenol groups is highly reactive and brings stiffness into the material matrix. Tough and self-healing elastomers are economically prepared from this oligomer by a reaction with epoxy-terminated polyethylene glycol, without needing any solvent. Specifically, the polyaromatic backbone’s rigidity enhances the elastomer’s toughness, and the multiple polar substituents form a network of hydrogen bonding that heals the elastomer. Many other applications, including adhesives, hydrogels, coating, and metal scavengers, are envisioned based on this oligomer’s unique properties.

Authors:
ORCiD logo [1]; ORCiD logo [1]; ORCiD logo [1]; ORCiD logo [1]; ORCiD logo [1]; ORCiD logo [1]
  1. Oak Ridge National Lab. (ORNL), Oak Ridge, TN (United States)
Publication Date:
Research Org.:
Oak Ridge National Lab. (ORNL), Oak Ridge, TN (United States)
Sponsoring Org.:
USDOE Office of Energy Efficiency and Renewable Energy (EERE)
OSTI Identifier:
1483177
Grant/Contract Number:  
AC05-00OR22725
Resource Type:
Accepted Manuscript
Journal Name:
ACS Macro Letters
Additional Journal Information:
Journal Volume: 7; Journal Issue: 11; Journal ID: ISSN 2161-1653
Publisher:
American Chemical Society (ACS)
Country of Publication:
United States
Language:
English
Subject:
36 MATERIALS SCIENCE

Citation Formats

Cui, Mengmeng, Nguyen, Ngoc A., Bonnesen, Peter V., Uhrig, David, Keum, Jong K., and Naskar, Amit K.. Rigid Oligomer from Lignin in Designing of Tough, Self-Healing Elastomers. United States: N. p., 2018. Web. https://doi.org/10.1021/acsmacrolett.8b00600.
Cui, Mengmeng, Nguyen, Ngoc A., Bonnesen, Peter V., Uhrig, David, Keum, Jong K., & Naskar, Amit K.. Rigid Oligomer from Lignin in Designing of Tough, Self-Healing Elastomers. United States. https://doi.org/10.1021/acsmacrolett.8b00600
Cui, Mengmeng, Nguyen, Ngoc A., Bonnesen, Peter V., Uhrig, David, Keum, Jong K., and Naskar, Amit K.. Tue . "Rigid Oligomer from Lignin in Designing of Tough, Self-Healing Elastomers". United States. https://doi.org/10.1021/acsmacrolett.8b00600. https://www.osti.gov/servlets/purl/1483177.
@article{osti_1483177,
title = {Rigid Oligomer from Lignin in Designing of Tough, Self-Healing Elastomers},
author = {Cui, Mengmeng and Nguyen, Ngoc A. and Bonnesen, Peter V. and Uhrig, David and Keum, Jong K. and Naskar, Amit K.},
abstractNote = {Here, converting lignin into well-defined compounds is often challenged by structural complexation and inorganic contamination induced by the pulping process. In this report, instead of breaking down lignin into small molecules, we extracted a uniform and rigid oligomer from the lignin waste stream. The multifunctional polyphenol oligomer containing carboxylic acid, alcohol, and phenol groups is highly reactive and brings stiffness into the material matrix. Tough and self-healing elastomers are economically prepared from this oligomer by a reaction with epoxy-terminated polyethylene glycol, without needing any solvent. Specifically, the polyaromatic backbone’s rigidity enhances the elastomer’s toughness, and the multiple polar substituents form a network of hydrogen bonding that heals the elastomer. Many other applications, including adhesives, hydrogels, coating, and metal scavengers, are envisioned based on this oligomer’s unique properties.},
doi = {10.1021/acsmacrolett.8b00600},
journal = {ACS Macro Letters},
number = 11,
volume = 7,
place = {United States},
year = {2018},
month = {10}
}

Journal Article:
Free Publicly Available Full Text
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Cited by: 3 works
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Figures / Tables:

Figure 1 Figure 1: Average degree of substitution (DS) for each functional group of as-received lignin and ACN-lignin as characterized by 13C-NMR in d6-DMSO.

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Works referenced in this record:

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    Works referencing / citing this record:

    Synthesis of Lignin-Based Polyacid Catalyst and Its Utilization to Improve Water Resistance of Urea–formaldehyde Resins
    journal, January 2020


    A Cast Net Thrown onto an Interface: Wrapping 3D Objects with an Interfacially Jammed Amphiphilic Sheet
    journal, April 2020

    • Cui, Mengmeng; Gao, Qiang; Bowland, Christopher C.
    • Advanced Materials Interfaces, Vol. 7, Issue 7
    • DOI: 10.1002/admi.201901751

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