Thermally Remendable Polyurethane Network Cross-Linked via Reversible Diels–Alder Reaction
Elena Platonova,
Islam Chechenov,
Alexander Pavlov,
Vitaliy Solodilov,
Egor Afanasyev,
Alexey Shapagin,
Alexander Polezhaev
Affiliations
Elena Platonova
Laboratory of Functional Composite Materials, Bauman Moscow State Technical University, 2nd Baumanskaya str., 5/1, 105005 Moscow, Russia
Islam Chechenov
Laboratory of Functional Composite Materials, Bauman Moscow State Technical University, 2nd Baumanskaya str., 5/1, 105005 Moscow, Russia
Alexander Pavlov
Laboratory for Nuclear Magnetic Resonance, A.N. Nesmeyanov Institute of Organoelement Compounds, Vavilova str., 28, 119334 Moscow, Russia
Vitaliy Solodilov
Laboratory of Functional Composite Materials, Bauman Moscow State Technical University, 2nd Baumanskaya str., 5/1, 105005 Moscow, Russia
Egor Afanasyev
Laboratory for Polymer Materials, A.N. Nesmeyanov Institute of Organoelement Compounds, Vavilova str., 28, 119334 Moscow, Russia
Alexey Shapagin
Laboratory of Structural and Morphological Investigations, Frumkin Institute of Physical Chemistry and Electrochemistry, Leninsky Prospect 31, bld.4, 119071 Moscow, Russia
Alexander Polezhaev
Laboratory of Functional Composite Materials, Bauman Moscow State Technical University, 2nd Baumanskaya str., 5/1, 105005 Moscow, Russia
We prepared a series of thermally remendable and recyclable polyurethanes crosslinked via reversible furan-maleimide Diels–Alder reaction based on TDI end-caped branched Voranol 3138 terminated with difurfurylamine and 4,4′-bis(maleimido)diphenylmethane (BMI). We showed that Young modulus strongly depends on BMI content (from 8 to 250 MPa) that allows us to obtain materials of different elasticity as simple as varying BMI content. The ability of DA and retro-DA reactions between furan and maleimide to reversibly bind material components was investigated by NMR spectroscopy, differential scanning calorimetry, and recycle testing. All polymers obtained demonstrated high strengths and could be recovering without significant loss in mechanical properties for at least five reprocessing cycles.