Novel soluble N-phenyl-carbazole-containing PPVs for light-emitting devices: Synthesis, electrochemical, optical, and electroluminescent properties

Novel PPV derivatives (PCA8-PV and PCA8-MEHPV) containing N-phenyl-carbazole units on the back-bone were successfully synthesized by the Wittig polycondensation of 3,6-bisformyl-N-(4-octyloxy-phenyl)carbazole with the corresponding tributyl phosphonium salts in good yields. The newly formed and dominant trans vinylene double bonds were confirmed by FT-IR and NMR spectroscopy. The polymers (with (M) over bar (w) of 6289 for PCA8-PV and 7387 for PCA8-MEHPV) were soluble in common organic solvents and displayed high thermal stability (T(g)s are 110.7 degreesC for PCA8-PV and 92.2 degreesC for PCA8-MEHPV, respectively) because of the incorporation of the N-phenyl-carbazole units. Cyclic voltammetry investigations (onsets: 0.8 V for PCA8-PV and 0.7 V for PCA8-MEHPV) suggested that the polymers possess enhanced hole injection/transport properties, which can be also attributed to the N-phenyl-carbazole units on the backbone. Both the single-layer and the double-layer light-emitting diodes (LEDs) that used the polymers as the active layer emitted a greenish-blue or bluish-green light (the maximum emissions located 494 nm for PCA8-PV and 507 nm for PCA8-MEHPV, respectively).