New Near Infrared Absorbing Metal Complex Dyes: Synthesis and Metallochromic Properties of Two Isomeric Ligands, 2-(Dimethylamino)naphtho {[1,2-g] and [2, 1-g]} quinoline-7,12-diones

Abstract

The Diels–Alder reaction of 5,8-quinolinedione with p-(dimethylamino)styrenes gave new two kinds of isomeric dyes, 2-(dimethylamino)naphtho[1,2-g]quinoline-7,12-diones and 2-(dimethylamino)naphtho[2,1-g]quinoline-7,12-diones, which showed quite different metallochromic behaviors. Upon addition of metal salts, one of the two isomers showed drastic spectral changes to have an intense absorption band in near infrared region. The color–structure relations were investigated.

Synthesis, Properties, and Guest−Host Systems of Triphenylamine-Based Oligo(arylenevinylene)s: Advanced Materials for LED Applications

“…2c was prepared by following a published procedure. 18 General Procedure for the Synthesis of Compounds 3. A 100 mL flame-dried flask was charged with 24.1 g (50.0 mmol) of 1, 170 mmol of 2, 0.337 g (1.5 mmol) of Pd(OAc)2, 2.7 g (9 mmol) of TOP, 18.2 g (179 mmol) of triethylamine, and 200 mL of DMF under an argon atmosphere.…”