POS1-0712
Scalable Synthesis of [4.4.4]Propellane-based Polyphenylenes with Suppressed Aggregation
When and Where
Nov 30, -0001
12:00am - 12:00am
Presenter(s)
Yesl Kim (Ewha Womans University)
Co-Author(s)
Abstract
Manipulation of the aggregation state of organic materials and polymers is essential to control their properties – e.g., charge mobility, light emission, microphase separation – in the solid state of OLEDs and other organic electronic devices. 3D architectures including spirobifluorenes, iptycenes, and hexaarylbenzenes have previously been employed to limit the stacking of conjugated π-systems. Here we report highly soluble yet rigid polyphenylenes based on [4.4.4]propellane repeating units to suppress intermolecular aggregation and enhance thermal stability. The monomer was prepared on a multi-gram scale through a highly efficient 7-step synthetic route optimized for its scalability. Suzuki-Miyaura polymerization provided non-aggregating polyphenylenes (Mn = 17,700, PDI = 2.1) with intense and narrow blue emission centered at 426 nm (FWHM = ca. 30 nm). Additional applications of organic materials based on these chiral, non-aggregating [4.4.4]propellanes are also presented.
