Benzoxazine Monomers and Polymers Based on 3,3'-Dichloro-4,4'-Diaminodiphenylmethane: Synthesis and Characterization.

Autor: Petrakova VV; Faculty of Petroleum Chemistry and Polymeric Materials, Mendeleev University of Chemical Technology of Russia, Miusskaya Sq. 9, 125047 Moscow, Russia., Kireev VV; Faculty of Petroleum Chemistry and Polymeric Materials, Mendeleev University of Chemical Technology of Russia, Miusskaya Sq. 9, 125047 Moscow, Russia., Onuchin DV; Faculty of Petroleum Chemistry and Polymeric Materials, Mendeleev University of Chemical Technology of Russia, Miusskaya Sq. 9, 125047 Moscow, Russia., Sarychev IA; Faculty of Petroleum Chemistry and Polymeric Materials, Mendeleev University of Chemical Technology of Russia, Miusskaya Sq. 9, 125047 Moscow, Russia.; All-Russian Scientific Research Institute of Aviation Materials, 105275 Moscow, Russia., Shutov VV; Faculty of Petroleum Chemistry and Polymeric Materials, Mendeleev University of Chemical Technology of Russia, Miusskaya Sq. 9, 125047 Moscow, Russia., Kuzmich AA; Faculty of Petroleum Chemistry and Polymeric Materials, Mendeleev University of Chemical Technology of Russia, Miusskaya Sq. 9, 125047 Moscow, Russia., Bornosuz NV; Faculty of Petroleum Chemistry and Polymeric Materials, Mendeleev University of Chemical Technology of Russia, Miusskaya Sq. 9, 125047 Moscow, Russia., Gorlov MV; Faculty of Petroleum Chemistry and Polymeric Materials, Mendeleev University of Chemical Technology of Russia, Miusskaya Sq. 9, 125047 Moscow, Russia., Pavlov NV; Faculty of Petroleum Chemistry and Polymeric Materials, Mendeleev University of Chemical Technology of Russia, Miusskaya Sq. 9, 125047 Moscow, Russia., Shapagin AV; Frumkin Institute of Physical Chemistry and Electrochemistry, Russian Academy of Sciences (IPCE RAS), 119071 Moscow, Russia., Khasbiullin RR; Frumkin Institute of Physical Chemistry and Electrochemistry, Russian Academy of Sciences (IPCE RAS), 119071 Moscow, Russia., Sirotin IS; Faculty of Petroleum Chemistry and Polymeric Materials, Mendeleev University of Chemical Technology of Russia, Miusskaya Sq. 9, 125047 Moscow, Russia.
Jazyk: angličtina
Zdroj: Polymers [Polymers (Basel)] 2021 Apr 28; Vol. 13 (9). Date of Electronic Publication: 2021 Apr 28.
DOI: 10.3390/polym13091421
Abstrakt: To reveal the effect of chlorine substituents in the ring of aromatic amine on the synthesis process of benzoxazine monomer and on its polymerization ability, as well as to develop a fire-resistant material, a previously unreported benzoxazine monomer based on 3,3'-dichloro-4,4'-diaminodiphenylmethane was obtained in toluene and mixture toluene/isopropanol. The resulting benzoxazine monomers were thermally cured for 2 h at 180 °C, 4 h at 200 °C, 2 h at 220 °C. A comparison between the rheological, thermal and fire-resistant properties of the benzoxazines based on 3,3'-dichloro-4,4'-diaminodiphenylmethane and, for reference, 4,4'-diaminodimethylmethane was made. The effect of the reaction medium on the structure of the oligomeric fraction and the overall yield of the main product were studied and the toluene/ethanol mixture was found to provide the best conditions; however, in contrast to most known diamine-based benzoxazines, synthesis in the pure toluene is also possible. The synthesized monomers can be used as thermo- and fire-resistant binders for polymer composite materials, as well as hardeners for epoxy resins. Chlorine-containing polybenzoxazines require more severe conditions for polymerization but have better fire resistance.
Databáze: MEDLINE
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