The synthesis and characterisation of novel polyfunctional N-glycidyl epoxies are reported. N,N＇-Bis(3-chloro-2-hydroxypropyl)-1,2,3,4-tetrahydroquinoxaline underwent condensation with formaldehyde at the 6- and 7-positions to provide a mixture of the 6,6＇-methylene and 6,6＇/,7,7＇-dimethylene condensation products and oligomers, which were readily converted to the corresponding epoxy compounds. The product composition depended on the molar ratio of formaldehyde employed in the expected way. Enriched C-13 n.m.r. spectra indicated that condensation was not completely exclusive to the 6 and 7 positions, and this was confirmed by employing N,N＇-bis(3-chloro-2-hydroxypropyl)-1,2,3,4-tetrahydra-6-methylquinoxaline in the condensation reaction. The effect of some other substituents and a more limited exercise with the 2,3,4,5-tetrahydro-1H-1,5-benzodiazepine ring are also described. Mixed coupled systems were prepared by condensing N,N＇-bis(3-chloro-2-hydroxypropyl)-1,2,3,4-tetrahydroquinoxaline in the presence of N,N-bis(3-chloro-2-hydroxypropyl)-3-chloroaniline and N,N-bis(3-chloro-2-hydroxypropyl)-3,5-dichloroaniline, and simple physical blends were prepared by mixing 6,6＇-methylene[N,N＇-(2,3-epoxypropyl)-1,2,3,4-tetrahydroquinoxaline] with the corresponding dichloro and tetrachloro derivatives of bis[N,N-bis(2,3-epoxypropyl)-4-aminophenyl]methane. The glass transition temperatures and water absorptions of castings prepared from the diamine-cured epoxies are given. The effect of hygrothermal and oxidative aging on the interlaminar shear strength of the most promising systems as the matrix component in unidirectional carbon fibre reinforced composites showed no significant improvement over current high performance composites.