New Chain-Extenders for Recyclable Cross-Linked Polyurethanes

2021 ◽  
Vol 899 ◽  
pp. 518-524
Author(s):  
Polina F. Ponomareva ◽  
Elena O. Platonova ◽  
Alexander V. Polezhaev

A synthetic method for the new chain extenders with different amounts of furan groups and a prepolymer derived from three-furyl diol was developed. A series of polyurethanes cross-linked via the Diels-Alder reaction with various amounts of bismaleimide were produced. The structure, mechanical and thermal properties, and recycling ability of the obtained materials were investigated.

2021 ◽  
Vol 899 ◽  
pp. 628-637
Author(s):  
Daria V. Zakharova ◽  
Zalina A. Lok’yaeva ◽  
Alexander A. Pavlov ◽  
Alexander V. Polezhaev

We present here a small series of compounds designed to modify the polymer chain of various polyurethanes in order to introduce a structural fragment with the ability of thermally-triggered reversible covalent interactions. Bismaleimides (2a-2e) were synthesized from commercially available aromatic and aliphatic symmetric diamines (1a-1e) and were further introduced into the Diels-Alder reaction with furfuryl alcohol as dienophiles. The Diels-Alder adducts (3a-3e) were obtained as a mixture of endo- and exo-isomer. The presence of symmetrical hydroxyl groups in the structure of the obtained compounds makes them suitable as chain extenders of low molecular weight diisocyanate prepolymers. The presence of a thermally reversible Diels-Alder reaction adduct in the structure of potential chain-extenders opens a possibility to create unique materials with self-healing properties. All compounds obtained were characterized by 1H, 13C NMR, ESI-HRMS, and IR spectroscopy. The thermochemical parameters of the reverse Diels-Alder reaction were established using DSC analysis.


Tetrahedron ◽  
2009 ◽  
Vol 65 (51) ◽  
pp. 10709-10714 ◽  
Author(s):  
Hiroaki Okamura ◽  
Hiroki Iiji ◽  
Toshiyuki Hamada ◽  
Tetsuo Iwagawa ◽  
Hiroshi Furuno

1984 ◽  
Vol 14 (4) ◽  
pp. 347-352 ◽  
Author(s):  
Junzo Otera ◽  
Masaki Kishi ◽  
Koichi Kanehira ◽  
Shigeaki Suzuki ◽  
Manzo Shiono ◽  
...  

1991 ◽  
Vol 32 (52) ◽  
pp. 7687-7688 ◽  
Author(s):  
Tadakatsu Mandai ◽  
Sadahiro Suzuki ◽  
Atsushi Ikawa ◽  
Taro Murakami ◽  
Mikio Kawada ◽  
...  

1985 ◽  
Vol 16 (5) ◽  
Author(s):  
T. MANDAI ◽  
K. OSAKA ◽  
M. KAWAGISHI ◽  
M. KAWADA ◽  
J. OTERA

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