Impact of the donor substituent on the optoelectrochemical properties of 6H-indolo[2,3-b]quinoxaline amine derivatives

Abstract

An opto-electrochemical study of D–A based indolo-quinoxaline amine derivatives was performed by varying the strength of the amine substituent.

π-Extended indoloquinoxaline functionalized triarylamines with ethynyl and tetracyanobutadiene bridges for p-channel and ambipolar OFETs

“…The low energy bands are assigned to the n–π* transition, and higher energy bands are due to the π–π* transition of the IQ and TAA units. 29 An extra minor band was observed around 430 nm due to the IQ's weak intramolecular charge transfer transition. 30 This higher wavelength transition indicates the inbuilt D–A character attributed to ICT from the electron-rich indole to the electron-poor quinoxaline moiety.…”

“…Still, based on the connecting group, it is presumed to be a weak donor 28 or weak acceptor. 29 Recently, indoloquinoxaline molecules have been utilized as active materials in organic solar cells and organic light-emitting diodes due to their excellent emission and electron transport properties and high thermal stability and durability. [30][31][32] In the case OFETs, indole-fused or quinoxaline-fused heteroaromatic systems have been studied, but indole-fused quinoxaline systems have not been explored.…”

Synthesis and Evaluation of Photophysical Properties of C‐3 Halogenated Derivatives of 2‐Phenylimidazo[1,2‐a]pyridine

“…The Stokes shifts in these compounds were found to be 4197 to 13053 cm –1 , and the larger Stokes shifts suggest that the origin of the emission is mainly based on strong intramolecular charge transfer between the donor and acceptor units. [ 49 ]…”

Blue-red emitting materials based on a pyrido[2,3-b]pyrazine backbone: design and tuning of the photophysical, aggregation-induced emission, electrochemical and theoretical properties

“…From the literature, D–A molecules with acceptors such as quinoxaline, 6 indolo-quinoxaline, 7 pyrido[2,3- b ]pyrazine, 8 and phenazine 9 are well known, due to their excellent semiconducting and highly emissive properties with outstanding AIE and TADF characteristics. Here, the pyrido[2,3- b ]pyrazine acceptor is notable for its high electron-accepting ability, due to its additional pyridine N-atoms in the fused ring mimicking quinoxaline.…”