Anisotropic charge transport properties of chrysene derivatives as organic semiconductor: A computational study

Abstract

We used density functional theory to calculate the angular resolution anisotropic charge mobility of the substituted chrysene molecules, viz, 4,10-diphenoxychrysene (DPC), 4,10-bis(phenylsulfanyl)chrysene (BPSC), and ethyl 8,9,12-trimethoxychrysene-6-carboxylate (ETCC). The highest occupied molecular orbital-lowest unoccupied molecular orbital gap for DPC, BPSC, and ETCC was calculated to be 3.92, 3.83, and 3.81 eV, respectively, which inferred the compounds to be wide-band-gap semiconductors indicating that the compounds should have high stability in atmospheric conditions. The fact is also supported by electronic band-structure calculation. In addition, higher electron affinity of studied compounds as compared with the bare chrysene molecule imparts enhancement of n-type character in the compounds. The maximum hole ( h Φ ) and electron mobilities ( e Φ ) for DPC compound were found to be 0.739 cm 2 V −1 s −1 and 0.319 cm 2 V −1 s −1 , respectively, at Φ = 0 • . On the other hand, in the case of BPSC crystal, comparatively larger anisotropic electron mobility (0.709 cm 2 V −1 s −1 at Φ = 0 • and Φ = 179.90 • ) than the hole mobility (0.208 cm 2 V −1 s −1 at Φ = 127.19 • and Φ = 307.10 • ) was noted. Similarly, in ETCC, the parallel dimers were found to contribute maximum h Φ and e Φ of 0.052 and 0.102 cm 2 V −1 s −1 , respectively, at Φ = 0 • . The substitution of -SPh in BPSC and -OCH 3 and -CO 2 CH 2 CH 3 in ETCC have relatively more impact on band reduction than -OPh in DPC, thus facilitating electron transport in BPSC and ETCC.

Dibenzochrysene enables tightly controlled docking and stabilizes photoexcited states in dual-pore covalent organic frameworks

“…45 In addition, the DBC core and its derivatives exhibit attractive photophysical properties and charge carrier mobilities. 44,46,47 This combination of properties is promising for the realization of highly ordered materials based on the DBC nodes with encoded features for optoelectronic applications. In the context of framework materials, COFbased optoelectronic devices are still rare 48 and further breakthroughs in molecular design are anticipated to enable the construction of efficient devices.…”

Dibenzochrysene Enables Tightly Controlled Docking and Stabilizes Photoexcited States in Dual-Pore Covalent Organic Frameworks

“…42 In addition, DBC and its derivatives exhibit attractive photophysical properties and charge carrier mobilities. 41,[43][44] This combination of properties is promising for the realization of highly ordered materials based on DBC nodes with features encoded for optoelectronic applications. In the context of framework materials, COF-based optoelectronic devices are still rare 45 and further breakthroughs in molecular design are anticipated to enable the construction of efficient devices.…”