Paul G. Rasmussen

1H-Imidazole-4-carbonitrile

The title compound, C4H3N3, was synthesized in three steps from dixadaminoxadmaleoxadnitrile in an overall yield of 38%. Single-crystal X-ray analysis reveals that the compound crystallizes exclusively as the 1H-imidazole-4-carboxadnitrile isomer. This heterocycle forms a non-centrosymmetric crystal structure and packs with an appreciable dipole moment, making it a good candidate for non-linear optical applications.

1 H -Imidazole-4-carbo­nitrile

The title compound, C4H3N3, was synthesized in three steps from dixadaminoxadmaleoxadnitrile in an overall yield of 38%. Single-crystal X-ray analysis reveals that the compound crystallizes exclusively as the 1H-imidazole-4-carboxadnitrile isomer. This heterocycle forms a non-centrosymmetric crystal structure and packs with an appreciable dipole moment, making it a good candidate for non-linear optical applications.

THE COPOLYMERIZATION OF 1-ALKYLVINAZENES WITH STYRENE

Copolymers are formed between styrene and 1-alkyl-4,5-dicyano-2-vinylimidazoles (1-alkylvinazenes). The reactivity ratios for the 1-ethylvinazenes are determined to be high, but also appear to vary with feed composition, with low feed ratios of 1-ethylvinazene giving rEtVz=35 ± 6 and rSty=0.077 ± 0.029, whereas at higher 1-ethylvinazene feed fractions, rEtVz=2.5 ± 2 and rSty=0.089±0.021. Mediation of the 1-methylvinazene/styrene copolymerization with 2,2,6,6-tetramethylpiperidine-N-oxide (TEMPO) leads to a more controlled polymerization which moves closer to ideal copolymerization behavior. The copolymers form with polydispersities approaching 1.5, suggesting bimolecular termination kinetics. The copolymers comply with the Fox relation for Tg.

1H-Imidazole-4-carbo­nitrile

The title compound, C4H3N3, was synthesized in three steps from dixadaminoxadmaleoxadnitrile in an overall yield of 38%. Single-crystal X-ray analysis reveals that the compound crystallizes exclusively as the 1H-imidazole-4-carboxadnitrile isomer. This heterocycle forms a non-centrosymmetric crystal structure and packs with an appreciable dipole moment, making it a good candidate for non-linear optical applications.

Poly(Imidazoleamides): A New Class of Heteroaromatic Polyamides

The introduction of heteroaromatic units into polymer backbones has played a major role in the advancement of high performance materials. This strategy has resulted in a number of aromatic heterocyclic polymers and aromatic-heteroaromatic polyamides. For example, Marvel’sl preparation of polybenzimidazole or Kvenzel’s2 work in which oxadiazole rings were incorporated in aromatic polyamides. We now report the preparation of poly(imidazoleamides), a new class of heteroaromatic polyamides based on cyanoimidazoles.