Optical and electrochemical properties of oligo(1,5‐dialkoxynaphthalene‐2,6‐diyl)s with self‐assembled ordered structures in solid state

Abstract

Oligo(1,5-dialkoxynaphthalene-2,6-diyl)s were synthesized by Ni(cod) 2 (cod 5 1,5-cyclooctadiene)-promoted condensation reactions of 1,5-dialkoxy-2,6-dibromonaphthalenes. The UV-Vis, photoluminescence (PL), and powder X-ray diffraction (XRD) measurements suggested that the oligomers have a self-assembling ordered structure in the solid state. The oligomers underwent electrochemical oxidation (p-doping), which occurred at lower potentials for films than for acetonitrile solutions containing [Et 4 N]BF 4 . This effect is caused by the longer p-conjugation lengths of the oligomers in films, which was attributed to molecular self-assembly leading to ordered structures in the solid state. The electrochemical reaction of the oligomers was accompanied by electrochromism.

Fabrication of High Performance, Narrowband Blue-Selective Polymer Photodiodes with Dialkoxynaphthalene-Based Conjugated Polymer

“…Donor–donor type conjugated polymer indicates the conjugated polymer consisted of two different donor monomers, different to the cases of many other donor–acceptor conjugated polymers. PNa6-Th was strategically designed to have well-defined blue absorption as well as good charge transport; dialkoxynaphthalene donor was employed for its strong π-stacking, linear planar π-system, and good chemical and thermal stability resulted from deep highest occupied molecular orbital (HOMO) level and thiophene donor was used to improve the backbone planarity of the polymer. − The synthesized PNa6-Th showed a narrowband absorption with a full width at half-maximum (fwhm) of ∼100 nm for blue light (central wavelength ∼420 nm). We constructed a planar heterojunction structure using ZnO, which is a nonabsorbing acceptor, together with PNa6-Th to achieve a blue-selective polymer photodiode (PPD).…”