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Communication
Well-defined Biobased Segmented Polyureas Synthesis via a TBD-catalyzed Isocyanate-free Route
Article first published online: 24 JUN 2011
DOI: 10.1002/marc.201100223
Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim
Issue
Macromolecular Rapid Communications
Special Issue: Polymers from Renewable Resources
Volume 32, Issue 17, pages 1379–1385, September 1, 2011
Additional Information
How to Cite
Tang, D., Mulder, D.-J., Noordover, B. A. J. and Koning, C. E. (2011), Well-defined Biobased Segmented Polyureas Synthesis via a TBD-catalyzed Isocyanate-free Route. Macromol. Rapid Commun., 32: 1379–1385. doi: 10.1002/marc.201100223
Publication History
- Issue published online: 24 AUG 2011
- Article first published online: 24 JUN 2011
- Manuscript Revised: 18 MAY 2011
- Manuscript Received: 6 APR 2011
Keywords:
- elastomers;
- isocyanate-free;
- renewable;
- segmented polyureas;
- TBD
Abstract
Via an isocyanate-free route, a series of segmented polyureas (PUs) were synthesized from (potentially) renewable resources. To the best of our knowledge, the present work shows for the first time that the organic superbase guanidine 1,5,7-triazabicyclododecene (TBD) which was originally developed as a catalyst for the ring-opening polymerization of lactones, lactides or cyclic carbonates, is also a promising catalyst for the transurethanization between dicarbamates and diamino-terminated poly(propylene glycol) (PPGda) providing PUs via an isocyanate-free strategy. The renewable segmented PUs contain monodisperse hard segments (HSs). This well-defined structure was verified by the DMTA plots of the PUs, showing a sharp glass transition, a sharp flow transition and a flat rubbery plateau. The flow and maximum use temperature (Tfl) of the PUs increases with the increasing number of urea groups in the corresponding dicarbamates. In addition, at constant HS length, the length of the soft-segment (SS) can be changed to adjust the properties of the PU materials, enabling their application as adhesives, soft elastomers, or rigid plastics.