High-performance five-ring-fused organic semiconductors for field-effect transistors

Abstract

Five-ring-fused organic semiconductors represent a good balance between high mobility and good stability for application in organic field-effect transistors.

Aggregation-Induced Emission of Contorted Polycondensed Aromatic Hydrocarbons Made by Edge Extension Using a Palladium-Catalyzed Cyclopentannulation Reaction

“…Among others, palladium- and nickel-catalyzed cross-coupling reactions, notably, Heck, Negishi, Suzuki–Miyaura, and Sonogashira, , are widely utilized in the synthesis of PAHs. − In addition, cycloaddition reactions have traditionally been used in the synthesis of large PAHs, namely, Diels–Alder reaction, which proved to be a versatile synthetic approach to make large aromatic compounds . There are several reports in the literature that describe the employment of alkyne derivatives as potential substrates to expand the size of PAHs via stereospecific annulation reactions of the aromatic edges, − thus resulting in the formation of unique conjugated structures bearing fused benzenoid groups. − The increased PAH size caused by the hitherto mentioned ring expansion generally leads to reduced band gap energies, which improves the charge transport properties. , Nevertheless, if annulation affords sterically hindered fused rings, the resulting PAH will have a distorted structure instead of a planar one, giving rise to significant aggregation . To the best of our knowledge, few examples can be found in the literature on the synthesis of PAHs using cyclopentannulation reaction methodology. ,,− …”

“… 24 − 26 The increased PAH size caused by the hitherto mentioned ring expansion generally leads to reduced band gap energies, which improves the charge transport properties. 27 , 28 Nevertheless, if annulation affords sterically hindered fused rings, the resulting PAH will have a distorted structure instead of a planar one, giving rise to significant aggregation. 29 To the best of our knowledge, few examples can be found in the literature on the synthesis of PAHs using cyclopentannulation reaction methodology.…”

Isomeric dibenzooctazethrene diradicals for high-performance air-stable organic field-effect transistors

“…Organic semiconductors with high charge carrier mobilities are highly desirable for the modern technologies such as integrated circuits, 1 displays, 2 storage devices, 3 and sensors, 4 due to their low fabrication cost, mechanical flexibility and structural versatility. 5 The development of new organic materials is typically the foundation of innovation in organic semiconductors. Over the past decades, singlet diradicals have emerged as promising candidates for organic field-effect transistors (OFETs), because the intermolecular spin–spin interaction could promote efficient orbital overlap in the solid state, 6 which increases the transfer integral that facilitates charge transport.…”

Derivatives of diphenylamine and benzothiadiazole in optoelectronic applications: a review

“…Conjugated organic compounds, due to their tunable optical and electronic properties, have become promising materials for applications in devices such as field effect transistors [1][2][3], photovoltaic cells [4][5][6][7][8], light-emitting diodes [9][10][11][12][13], sensors [14][15][16], and others. Understanding the relationship between the structure and optoelectronic properties of organic semiconductors is essential when designing the architecture of the above-mentioned devices in order to achieve their optimal parameters, including high efficiency [17].…”