dc.contributor.author | Bossion, Amaury | |
dc.contributor.author | Hernández Aguirresarobe, Roberto | |
dc.contributor.author | Irusta Maritxalar, María Lourdes | |
dc.contributor.author | Taton, Daniel | |
dc.contributor.author | Cramail, Henri | |
dc.contributor.author | Grau, Etienne | |
dc.contributor.author | Mecerreyes Molero, David | |
dc.contributor.author | Su, Cui | |
dc.contributor.author | Liu, Guoming | |
dc.contributor.author | Müller Sánchez, Alejandro Jesús | |
dc.contributor.author | Sardon Muguruza, Haritz | |
dc.date.accessioned | 2019-02-22T16:52:33Z | |
dc.date.available | 2019-02-22T16:52:33Z | |
dc.date.issued | 2018-07-17 | |
dc.identifier.citation | Macromolecules 51(15) : 5556−5566 (2018) | es_ES |
dc.identifier.issn | 0024-9297 | |
dc.identifier.uri | http://hdl.handle.net/10810/31667 | |
dc.description.abstract | A complete study of the effect of different organocatalysts on the step-growth polyaddition of a five-membered
dicyclic carbonate, namely diglycerol dicarbonate, with a poly(ethylene glycol)-based diamine in bulk at 120 °C was first carried
out. The reaction was found to be dramatically catalyst-dependent, higher rates being observed in the presence of strong bases,
such as phosphazenes (t-Bu-P4 or P4) and 5,7-triazabicyclo[4.4.0]dec-5-ene (TBD). Unexpectedly, the as-formed urethane
linkages entirely vanished with time, as evidenced by FTIR and 13C NMR spectroscopies, while signals due to urea bond
formation progressively appeared. An advantage of the chemical transformation occurring from urethane to urea linkages was
further taken by optimizing the polymerization conditions to access a range of poly(hydroxyurea−urethane)s (PHUUs) with
precise urethane to urea ratio in a one-pot process. Characterization of the corresponding polymers by rheological
measurements showed that the storage modulus reached a plateau at high temperatures and at high urea contents. The
application temperature range of poly(hydroxyurea−urethane)s could thus be increased from 30 to 140 °C, as for regular
polyurethanes. Furthermore, SAXS and phase-contrast microscopy images demonstrated that increasing the urea content
improved the phase separation between soft and hard segments of these PHUUs. Altogether, this novel, straightforward,
efficient, and environmentally friendly strategy enables the access to non-isocyanate poly(urea−urethane)s with tunable
urethane-to-urea ratio from five-membered dicyclic carbonates following an organocatalytic pathway | es_ES |
dc.description.sponsorship | The authors thank the European Commission for its financial support through the projects SUSPOL-EJD 642671, Renaissance-ITN 289347, and OrgBIO-ITN 607896. Haritz Sardon gratefully acknowledges financial support from MINECO through project SUSPOL and FDI 16507. A. J. Müller, G. Liu, and H. Sardon also acknowledge European funding by the RISE BIODEST project (H2020-MSCA-RISE-2017-778092). G. Liu is grateful to the support from the Youth Innovation Promotion Association of CAS (2015026). | es_ES |
dc.language.iso | eng | es_ES |
dc.publisher | ACS | es_ES |
dc.relation | info:eu-repo/grantAgreement/EC/H2020/642671 | es_ES |
dc.relation | info:eu-repo/grantAgreement/EC/FP7/289347 | es_ES |
dc.relation | info:eu-repo/grantAgreement/EC/FP7/607896 | es_ES |
dc.relation | info:eu-repo/grantAgreement/EC/H2020/778092 | es_ES |
dc.rights | info:eu-repo/semantics/openAccess | es_ES |
dc.subject | polyurethane | es_ES |
dc.subject | polyurea | es_ES |
dc.subject | organocatalysis | es_ES |
dc.title | Unexpected Synthesis of Segmented Poly(hydroxyurea−urethane)s from Dicyclic Carbonates and Diamines by Organocatalysis | es_ES |
dc.type | info:eu-repo/semantics/article | es_ES |
dc.relation.publisherversion | https://pubs.acs.org/doi/10.1021/acs.macromol.8b00731 | es_ES |
dc.identifier.doi | 10.1021/acs.macromol.8b00731 | |
dc.contributor.funder | European Commission | |
dc.departamentoes | Ciencia y tecnología de polímeros | es_ES |
dc.departamentoeu | Polimeroen zientzia eta teknologia | es_ES |