Synthesis and Luminescence Properties of Diamine Monomers and Polyamides with Highly Twisted N,N‐Bis(dialkylamino)arene AIE Luminogens

A synthesis of aggregation‐induced emission (AIE)‐active polyamides through the polycondensation of diamine monomers 1,4‐bis(N,N‐dialkylamino)‐2,3‐dimethylnaphthalene or 9,10‐bis(N,N‐dialkylamino)anthracene chromophores with α,ω‐bis(chlorocarbonyl)alkane is reported. The obtained anthracene polyamide was soluble in common organic solvents, such as dichloromethane and methanol, and demonstrated good film‐forming properties. The quantum yields in the solid state of the naphthalene and anthracene polyamides were both 0.26, and the quantum yields in solution of the naphthalene and anthracene polyamides were 0.23 and 0.04, respectively. The results of this study will provide valuable information regarding the application of AIE‐active polymers in organic light‐emitting diodes (OLED) and in polymer research. Simple AIE‐active monomers and polyamides: The Fukuyama amine synthesis and C−N cross‐coupling reactions were used to create diamine monomers based on the model dye bis(N,N‐dialkylamino)arene. The monomers were then used to create AIE‐active polyamides through low‐temperature polycondensation reactions.