Synthesis, vibrational spectroscopy and X-ray structural characterization of novel NIR emitter squaramides.

Two new 2-naphthyl squaramides, 3-methoxy -4-(2-naphtalenylamino)-3-cyclobutene-1,2-dione (SQ-NPh1) and bis-3,4-(2-naphtalenylamino)-3-cyclobutene-1,2-dione (SQ-NPh2) were synthesized via condensation reaction between the dimethylsquarate and 2-naphthylamine. The spectrometric characterization by C NMR confirmed the obtaining of the squaramide derivative and nor the squaraine analog. This hypothesis was corroborated by Raman and Infrared spectroscopy since the characteristic vibrational bands related to the oxocarbon portion of both structures have been assigned, such as the ones for SQ-NPh1 and SQ-NPh2.