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Abstract
Isosorbide is a renewable chemical of considerable interest as a monomer and monomer precursor due to its potential use in replacements for fossil-fuel derived polymers. In the present study, a facile microwave-assisted condensation of isosorbide with succinic anhydride was developed that dramatically reduced the reaction time. The resulting isosorbide disuccinic acid derivative (I-S-2) was polymerized under solvent-free conditions with glycerol to produce a renewable, cross-linked polyester with high modulus and appreciable thermal stability. Inclusion of 13 wt % or more of low molar mass hydroxy-telechelic poly(ethylene oxide) (PEO) (Mn = 300 g/mol) produced materials with a notable decrease in modulus and glass transition temperature. Degradation studies at 50 °C in acidic and basic solutions demonstrated the ability of the I-S-2 thermosets to be readily hydrolyzable. Furthermore, the resulting aqueous degradation solutions can be concentrated and reheated to produce new materials, albeit with a reduction in tensile properties. These I-S-2/glycerol thermosets represent economic, sustainable materials with tunable mechanical properties.
Original language | English (US) |
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Pages (from-to) | 9185-9190 |
Number of pages | 6 |
Journal | ACS Sustainable Chemistry and Engineering |
Volume | 5 |
Issue number | 10 |
DOIs | |
State | Published - Oct 2 2017 |
Bibliographical note
Publisher Copyright:© 2017 American Chemical Society.
Keywords
- Glycerol
- Isosorbide
- Microwave-assisted reaction
- Poly(ethylene oxide)
- Renewable
- Thermoset polymers
MRSEC Support
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Dive into the research topics of 'Degradable Thermosets Derived from an Isosorbide/Succinic Anhydride Monomer and Glycerol'. Together they form a unique fingerprint.Projects
- 2 Finished
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MRSEC IRG-3: Hierarchical Multifunctional Macromolecular Materials
Reineke, T. M. (Coordinator), Bates, F. S. (Senior Investigator), Dorfman, K. (Senior Investigator), Dutcher, C. S. (Senior Investigator), Hillmyer, M. A. (Senior Investigator), Lodge, T. P. (Senior Investigator), Morse, D. C. (Senior Investigator), Siepmann, I. (Senior Investigator), Barreda, L. (Researcher) & Ganewatta, M. S. (Researcher)
11/1/14 → 10/31/20
Project: Research project
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University of Minnesota MRSEC (DMR-1420013)
Lodge, T. P. (PI)
11/1/14 → 10/31/20
Project: Research project