Melem- and melamine-derived iminophosphoranes

作者：Saplinova Tatyana; Lehnert Christian; Boehme Uwe; Wagler Joerg; Kroke Edwin^*

来源：New Journal of Chemistry, 2010, 34(9): 1893-1908.

DOI：10.1039/b9nj00621d

Iminophosphorane derivatives of s-triazine and tri-s-triazine, C(3)N(3)(N=PCl(3))(3) (1), [H(2)C(3)N(3)NH(2)(N=PPh(3))(2)]Br(2) (2), [HC(3)N(3)NH(2)(N=PPh(3))(2)]Br (3), C(6)N(7)(N=PCl(3))(3) (5), [HC(6)N(7)(N=PCl(3))(3)]Cl (6) were obtained by the Kirsanov reaction of melamine (1-3) and melem (5 and 6) with halogenated phosphorus compounds. The products were characterized by FTIR and solution NMR spectroscopy as well as by single-crystal X-ray diffraction. Additionally, in order to investigate the electron density distribution in the s-triazine or s-heptazine systems combined with the phosphinimine group, and to understand the influence of protonation on the triazine and heptazine moieties, quantum chemical analyses of compounds 2, 3, 5 and 6 were performed. Furthermore, by reaction of 5 with phenol the compound C(6)N(7)(N=P(OPh)(3))(3) (7) was obtained. Its potential application as a flame retardant was examined by the UL 94 flammability test.

• 出版日期2010