Oligosiloxane-Based Epoxy Vitrimers: Adaptable Thermosetting Networks with Dual Dynamic Bonds

Amelia A. Putnam-Neeb; Alex Stafford; Sachin Babu; Steven J. Chapman; Christina M. Hemmingsen; Md Sherajul Islam; Ajit K. Roy; Julia A. Kalow; Vikas Varshney; Dhriti Nepal; Luke A. Baldwin

doi:10.1021/acsapm.3c03082

Oligosiloxane-Based Epoxy Vitrimers: Adaptable Thermosetting Networks with Dual Dynamic Bonds

Amelia A. Putnam-Neeb, Alex Stafford, Sachin Babu, Steven J. Chapman, Christina M. Hemmingsen, Md Sherajul Islam, Ajit K. Roy, Julia A. Kalow, Vikas Varshney, Dhriti Nepal, Luke A. Baldwin^*

^*Corresponding author for this work

Chemistry

Research output: Contribution to journal › Article › peer-review

4 Scopus citations

Abstract

Embedding dynamic covalent bonds into polymer compositions transforms static thermosets into active materials with the reprocessability of thermoplastics and the bulk properties of cross-linked networks. This class of next-generation materials, called covalent adaptable networks, shows significant promise in composites, soft optoelectronics, and robotics. Herein, we synthesized two oligosiloxane-based epoxy networks that provide fast dynamic bond exchange. Oligosiloxane diepoxides were cured with stoichiometric amounts of 1,2-phenylenediacetic acid to generate epoxy acid networks with two dynamic covalent bonding mechanisms. The resulting polymer networks provided access to fast stress-relaxation times (1-10 min) at temperatures of only 130 °C with excellent reprocessability.

Original language	English (US)
Journal	ACS Applied Polymer Materials
DOIs	https://doi.org/10.1021/acsapm.3c03082
State	Accepted/In press - 2023

Keywords

covalent adaptable networks
polymer reprocessing
siloxane exchange
transesterification
vitrimers

ASJC Scopus subject areas

Process Chemistry and Technology
Polymers and Plastics
Organic Chemistry

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10.1021/acsapm.3c03082

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@article{0388d0190b8d4f01b76e87a98f7cbe20,

title = "Oligosiloxane-Based Epoxy Vitrimers: Adaptable Thermosetting Networks with Dual Dynamic Bonds",

abstract = "Embedding dynamic covalent bonds into polymer compositions transforms static thermosets into active materials with the reprocessability of thermoplastics and the bulk properties of cross-linked networks. This class of next-generation materials, called covalent adaptable networks, shows significant promise in composites, soft optoelectronics, and robotics. Herein, we synthesized two oligosiloxane-based epoxy networks that provide fast dynamic bond exchange. Oligosiloxane diepoxides were cured with stoichiometric amounts of 1,2-phenylenediacetic acid to generate epoxy acid networks with two dynamic covalent bonding mechanisms. The resulting polymer networks provided access to fast stress-relaxation times (1-10 min) at temperatures of only 130 °C with excellent reprocessability.",

keywords = "covalent adaptable networks, polymer reprocessing, siloxane exchange, transesterification, vitrimers",

author = "Putnam-Neeb, {Amelia A.} and Alex Stafford and Sachin Babu and Chapman, {Steven J.} and Hemmingsen, {Christina M.} and Islam, {Md Sherajul} and Roy, {Ajit K.} and Kalow, {Julia A.} and Vikas Varshney and Dhriti Nepal and Baldwin, {Luke A.}",

note = "Publisher Copyright: {\textcopyright} 2024 American Chemical Society.",

year = "2023",

doi = "10.1021/acsapm.3c03082",

language = "English (US)",

journal = "ACS Applied Polymer Materials",

issn = "2637-6105",

publisher = "American Chemical Society",

}

TY - JOUR

T1 - Oligosiloxane-Based Epoxy Vitrimers

T2 - Adaptable Thermosetting Networks with Dual Dynamic Bonds

AU - Putnam-Neeb, Amelia A.

AU - Stafford, Alex

AU - Babu, Sachin

AU - Chapman, Steven J.

AU - Hemmingsen, Christina M.

AU - Islam, Md Sherajul

AU - Roy, Ajit K.

AU - Kalow, Julia A.

AU - Varshney, Vikas

AU - Nepal, Dhriti

AU - Baldwin, Luke A.

PY - 2023

Y1 - 2023

N2 - Embedding dynamic covalent bonds into polymer compositions transforms static thermosets into active materials with the reprocessability of thermoplastics and the bulk properties of cross-linked networks. This class of next-generation materials, called covalent adaptable networks, shows significant promise in composites, soft optoelectronics, and robotics. Herein, we synthesized two oligosiloxane-based epoxy networks that provide fast dynamic bond exchange. Oligosiloxane diepoxides were cured with stoichiometric amounts of 1,2-phenylenediacetic acid to generate epoxy acid networks with two dynamic covalent bonding mechanisms. The resulting polymer networks provided access to fast stress-relaxation times (1-10 min) at temperatures of only 130 °C with excellent reprocessability.

AB - Embedding dynamic covalent bonds into polymer compositions transforms static thermosets into active materials with the reprocessability of thermoplastics and the bulk properties of cross-linked networks. This class of next-generation materials, called covalent adaptable networks, shows significant promise in composites, soft optoelectronics, and robotics. Herein, we synthesized two oligosiloxane-based epoxy networks that provide fast dynamic bond exchange. Oligosiloxane diepoxides were cured with stoichiometric amounts of 1,2-phenylenediacetic acid to generate epoxy acid networks with two dynamic covalent bonding mechanisms. The resulting polymer networks provided access to fast stress-relaxation times (1-10 min) at temperatures of only 130 °C with excellent reprocessability.

KW - covalent adaptable networks

KW - polymer reprocessing

KW - siloxane exchange

KW - transesterification

KW - vitrimers

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DO - 10.1021/acsapm.3c03082

M3 - Article

AN - SCOPUS:85185340427

SN - 2637-6105

JO - ACS Applied Polymer Materials

JF - ACS Applied Polymer Materials

ER -

Oligosiloxane-Based Epoxy Vitrimers: Adaptable Thermosetting Networks with Dual Dynamic Bonds

Abstract

Keywords

ASJC Scopus subject areas

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