Synthesis of highly fluorescent materials: Isoindole-containing polymers

✍ Scribed by Yong Ding; Allan S. Hay

• Publisher: John Wiley and Sons
• Year: 1999
• Tongue: English
• Weight: 165 KB
• Volume: 37
• Category: Article
• ISSN: 0887-624X
• DOI: 10.1002/(sici)1099-0518(19990815)37:16<3293::aid-pola27>3.0.co;2-n

✦ Synopsis

A series of stable, highly fluorescent and highly phenylated isoindoles have been synthesized by treating the respective o-dibenzoylbenzenes with anilines at 200°C in the presence of a catalytic amount of p-toluenesulfonic acid. The correlation between the emission frequences and the structures of the isoindoles is described. The same reaction has also been used to transform a series of poly(o-dibenzoylbenzene)s into poly(isoindole)s. The resulting polymers have been studied by 1 H-NMR, DSC, TGA, and fluorescence spectra. They are highly fluorescent materials with high molecular weights, high glass transition temperatures, and high thermal stabilities. The tetraphenyl substituted isoindole-containing polymers have a maximum emission around 468 nm, whereas the diphenyl substituted isoindole-containing polymers have their maximum emission around 486 nm.