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Syntheses and Optoelectronic Properties of Planar Compounds 3,7‐diaryl‐1,5,2,4,6,8‐dithiotetrazocine
Author(s) -
Zhang ChaoZhi,
Shen Dan,
Yuan Yang,
Li ShiJuan,
Cao Hui
Publication year - 2016
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.2491
Subject(s) - chemistry , acceptor , dichloromethane , cyclic voltammetry , density functional theory , homo/lumo , excited state , molecule , planar , quenching (fluorescence) , fluorescence , photochemistry , ultraviolet , optoelectronics , computational chemistry , organic chemistry , electrochemistry , electrode , materials science , atomic physics , optics , physics , computer graphics (images) , solvent , computer science , condensed matter physics
Planar molecules 3,7‐diaryl‐1,5,2,4,6,8‐dithiotetrazocines would be potential acceptor materials of organic solar cell because of their containing SN units. One‐pot synthetic procedures of 3,7‐diaryl‐1,5,2,4,6,8‐dithiotetrazocine compounds are developed to improve their yields up to 2.1–5.9 times as much as those in literatures. The geometries of title compounds were optimized by the density functional theory calculations. Their optoelectronic properties were studied by ultraviolet and cyclic voltammetry spectra and fluorescence quenching experiments. The highest occupied and lowest unoccupied molecular orbital energy level values show that these compounds are suitable to be employed as acceptor materials for developing bulk heterojunction organic solar cells with high open circuit voltages. Emission fluorescence of poly(3‐hexylthiophene) at excited state in dichloromethane was quenched by addition of title compound. Therefore, these compounds used as acceptor materials could exhibit good mobility.