Abstract
Organic semiconductors hold the promise of simple, large area solution deposition, low thermal budgets as well as compatibility with flexible substrates, thus emerging as viable alternatives for cost-effective (opto)-electronic devices. In this study, we report the optimized synthesis and characterization of a helically shaped polycyclic aromatic compound, namely benzo[i]pentahelicene-3,6-dione, and explored its use in the fabrication of organic field effect transistors. In addition, we investigated its thermal, optical absorption, and electrochemical properties. Finally, the single crystal X-ray characterization is reported.
Highlights
The field of organic electronics has been pushed strongly forward over recent decades, due to the synergy between different disciplines, including materials science, physics, chemistry, and engineering, as well as the interplay between academic and industrial actors [1,2,3,4,5].From a synthetic chemistry point of view, significant efforts have been made to develop organic semiconducting materials, which could offer a viable alternative to their traditional inorganic counterparts
Some authors exploited the chirality of the heperylene diimide double-[7]heterohelicene [36] in circularly polarized detecting organic thin-film transistors (OTFTs)
The excess benzoquinone was removed by steam distillation from the crude reaction mixture, and the residue was purified by column chromatography to afford benzo[i]pentahelicene-3,6dione (1)
Summary
The field of organic electronics has been pushed strongly forward over recent decades, due to the synergy between different disciplines, including materials science, physics, chemistry, and engineering, as well as the interplay between academic and industrial actors [1,2,3,4,5]. Helicenes exist in both left-handed (M, minus) and right-handed (P, plus) chiral (i.e., enantiomeric) forms This helically chiral, fully conjugated architecture endows these molecules with unique chiroptical properties, e.g., high optical rotatory power, strong circularly polarized. This helically fully conjugated architecture endows these molecules with unique luminescence, andchiral, circular dichroism [19,20,21] It has properties, been demonstrated that helicenes be strong able tocircularly self-assemble into lumilong nescence, and circular dichroism corkscrew-shaped columns, which subsequently aggregate to form large crystalline. Some authors exploited the chirality of the heperylene diimide double-[7]heterohelicene [36] in circularly polarized detecting OTFTs. licenes by using the enantiomerically pure 1-aza[6]helicene [35] and perylene diimide. Racemic benzo[i]pentahelicene-3,6-dione as well as its thin film, and OTFTs’ semiconductor properties
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