Journal of Polymer Science Part A: Polymer Chemistry, Vol.55, No.21, 3565-3572, 2017
Direct Synthesis of Polyaromatic Chains of Tribenzopentaphene Copolymers through Cyclodehydrogenation of Their Poly-tetraphenylbenzene Precursors
Three polyaromatic-based polymers are reported to contain co-monomers of trapezoidal tribenzopentaphene (TBP) polycyclic aromatic hydrocarbons. The synthetic strategy consists of initially making highly soluble tetraphenylbenzene copolymers 4a-c, followed by a cyclodehydrogenation/aromatization reaction to obtain target polymers 5a-c. The polymers were characterized by gel permeation chromatography, FT-IR, UV-vis, emission, H-1-, and C-13-nuclear magnetic resonance spectroscopy. The target polymers 5a-c reveal emission spectra in the range of 430-480 nm; thus, qualifying them to act as blue emitters. Investigation of the polymers optical properties and their correlation with density functional theory calculations suggest a distorted TBP core from planarity caused by the introduction of a dodecyl group at its wide edge. (C) 2017 Wiley Periodicals, Inc.