Vitrimeric Silicone Elastomers Enabled by Dynamic Meldrum's Acid-Derived Cross-Links

Jacob S.A. Ishibashi; Julia A. Kalow

doi:10.1021/acsmacrolett.8b00166

Vitrimeric Silicone Elastomers Enabled by Dynamic Meldrum's Acid-Derived Cross-Links

Jacob S.A. Ishibashi, Julia A. Kalow^*

^*Corresponding author for this work

Chemistry

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

169 Scopus citations

Abstract

Current vitrimer technology uses only a handful of distinct reactions for cross-linking. New dynamic reactions can diversify vitrimer functionality and properties. In this paper, reversible cross-links formed by conjugate addition-elimination of thiols with a Meldrum's acid derivative enable compression-remolding of silicone elastomers. After 10 remolding cycles, there is no discernible deterioration of mechanical properties (Young's modulus, T_g, rubbery plateau E'), nor is there a change in stress relaxation activation energy. This robust new cross-linker could be implemented in any number of systems that currently use permanent thiol-ene cross-linking, expanding the scope of recyclable materials.

Original language	English (US)
Pages (from-to)	482-486
Number of pages	5
Journal	ACS Macro Letters
Volume	7
Issue number	4
DOIs	https://doi.org/10.1021/acsmacrolett.8b00166
State	Published - Apr 17 2018

Funding

The authors gratefully acknowledge the Center for Sustainable Polymers (NSF Project No. CHE-1413862) for funding. The authors additionally thank Mr. Guilhem De Hoe, Prof. Marc Hillmyer (University of Minnesota), Mr. David Fortman, and Profs. Will Dichtel and John Torkelson (Northwestern) for helpful discussions and access to instrumentation. This work made use of the Integrated Molecular Structure Education and Research Center at Northwestern, which has received support from the NIH (S10-OD021786-01); the NSF (NSF CHE-9871268); Soft and Hybrid Nanotechnology Experimental (SHyNE) Resource (NSF ECCS-1542205); and the State of Illinois and International Institute for Nanotechnology. Rheological measurements were performed at the Materials Characterization and Imaging Facility which receives support from the MRSEC Program (NSF DMR-1720139) of the Materials Research Center at Northwestern University. The authors gratefully acknowledge the Center for Sustainable Polymers (NSF Project No. CHE-1413862)

ASJC Scopus subject areas

Organic Chemistry
Polymers and Plastics
Inorganic Chemistry
Materials Chemistry

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10.1021/acsmacrolett.8b00166

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title = "Vitrimeric Silicone Elastomers Enabled by Dynamic Meldrum's Acid-Derived Cross-Links",

abstract = "Current vitrimer technology uses only a handful of distinct reactions for cross-linking. New dynamic reactions can diversify vitrimer functionality and properties. In this paper, reversible cross-links formed by conjugate addition-elimination of thiols with a Meldrum's acid derivative enable compression-remolding of silicone elastomers. After 10 remolding cycles, there is no discernible deterioration of mechanical properties (Young's modulus, Tg, rubbery plateau E'), nor is there a change in stress relaxation activation energy. This robust new cross-linker could be implemented in any number of systems that currently use permanent thiol-ene cross-linking, expanding the scope of recyclable materials.",

author = "Ishibashi, {Jacob S.A.} and Kalow, {Julia A.}",

note = "Funding Information: The authors gratefully acknowledge the Center for Sustainable Polymers (NSF Project No. CHE-1413862) for funding. The authors additionally thank Mr. Guilhem De Hoe, Prof. Marc Hillmyer (University of Minnesota), Mr. David Fortman, and Profs. Will Dichtel and John Torkelson (Northwestern) for helpful discussions and access to instrumentation. This work made use of the Integrated Molecular Structure Education and Research Center at Northwestern, which has received support from the NIH (S10-OD021786-01); the NSF (NSF CHE-9871268); Soft and Hybrid Nanotechnology Experimental (SHyNE) Resource (NSF ECCS-1542205); and the State of Illinois and International Institute for Nanotechnology. Rheological measurements were performed at the Materials Characterization and Imaging Facility which receives support from the MRSEC Program (NSF DMR-1720139) of the Materials Research Center at Northwestern University. Funding Information: The authors gratefully acknowledge the Center for Sustainable Polymers (NSF Project No. CHE-1413862) Publisher Copyright: {\textcopyright} 2018 American Chemical Society.",

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Vitrimeric Silicone Elastomers Enabled by Dynamic Meldrum's Acid-Derived Cross-Links

Abstract

Funding

ASJC Scopus subject areas

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