Tyrian purple: an ancient natural dye for cross-conjugated n-type charge transport

Abstract

N-type charge transport from cross-conjugated polymers derived from an ancient dye.

Discerning Bulk and Interfacial Polarons in a Dual Electron Donor/Acceptor Polymer

“…Herein, we study a novel cross-conjugated polymer, XIND (Figure a, full name available in the Supporting Information). As there is no pathway of conjugation across the IND core (in the area circled in Figure a), the effective conjugation length of this polymer is decreased, leading to a wider optical band gap, higher ionization potentials, and greater oxidative stability compared to those of its fully conjugated counterpart. Cross-conjugation leads to a localization of the HOMO and partial charge transfer (CT) character of the primary HOMO–LUMO transition .…”

“… As there is no pathway of conjugation across the IND core (in the area circled in Figure a), the effective conjugation length of this polymer is decreased, leading to a wider optical band gap, higher ionization potentials, and greater oxidative stability compared to those of its fully conjugated counterpart. Cross-conjugation leads to a localization of the HOMO and partial charge transfer (CT) character of the primary HOMO–LUMO transition . XIND may therefore be capable of acting as either an electron donor or electron acceptor [as also indicated by its HOMO and LUMO energy levels (Figure b)], thus allowing formation of negative and positive polymer polarons.…”

“…All HOMO values were taken from photoelectron spectroscopy results in the literature. LUMO values were estimated by adding the optical band gap. − (c) Normalized ground state absorbance of a pristine XIND film (black) and films blended with PC 60 BM (green), PC 70 BM (blue), and P3HT (red).…”

“…Cross-conjugation leads to a localization of the HOMO and partial charge transfer (CT) character of the primary HOMO− LUMO transition. 17 XIND may therefore be capable of acting as either an electron donor or electron acceptor [as also indicated by its HOMO and LUMO energy levels (Figure 1b)], thus allowing formation of negative and positive polymer polarons. This ambipolar character thus offers the ideal opportunity to explore the energy sink hypothesis.…”

Synthesis of the Indole-Based Inhibitors of Bacterial Cystathionine γ-Lyase NL1-NL3

“…However, many reported methods possess problems with scalability, the availability of initial reagents, and low yields. From our point of view, the four-stage scheme based on the diazotization of para-aminotoluene followed by bromination [8] and the ring closure in two stages (Figure 2) proved to be the most convenient approach [7].…”