Direct synthesis of polyaromatic chains of tribenzopentaphene copolymers through cyclodehydrogenation of their poly‐tetraphenylbenzene precursors

Abstract

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, 1 H-, and 13 C-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.

Synthesis of conjugated polymers via cyclopentannulation reaction: promising materials for iodine adsorption

“…The design of new conjugated polymers has become one of the chief topics of interest for scientific endeavors because of the importance of this latter class of materials in diverse applications, namely, light-emitting diodes (LEDs), [1][2][3] organic solar cells, [4][5][6][7] field-effect transistors (FETs), [8][9][10][11][12][13][14][15][16] sensors, 17 optical switches, [18][19][20][21][22] batteries, 23 and thermoelectrics. 24 In addition to the hitherto mentioned applications, conjugated microporous polymers (CMP) have become exceptionally eminent due to many reasons, notably their extended π-conjugation skeleton, high stability, synthesis versatility, large surface area, and excellent gas sorption properties.…”