Heterocyclic Nanographenes and Other Polycyclic Heteroaromatic Compounds: Synthetic Routes, Properties, and Applications

Stępień, Marcin; Gońka, Elżbieta; Żyła, Marika; Sprutta, Natasza

doi:10.1021/acs.chemrev.6b00076

Cited by 1,157 publications

(565 citation statements)

References 1,627 publications

(3,075 reference statements)

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“…1); methoxyphenyl indenopyrazoloquinoline derivatives (synthesized) have been applied as additives for Donor 2. They can be considered as two-dimensionally extended, polycyclic heteroaromatic molecules, called nanographenes, which can play a key role as functional chromophores and organic semiconductors [24].…”

Section: Compoundsmentioning

confidence: 99%

Ternary organic solar cells doped methoxyphenyl indenopyrazoloquinoline derivatives

Lewińska

Danel

Łukaszewska

et al. 2018

J Mater Sci: Mater Electron

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This paper discusses the results for heterojunction solar cells based on three components (with fullerene acceptor), which are based on the pyrazoloquinoline derivative. Photovoltaic devices based on ternary systems are presented along with a model optimization for such mixtures. The device bulk-heterojunction type cells represent architecture ITO/PEDOT:PSS/ organic active layer/aluminum in various configurations of the active layers. The authors have analyzed the current-voltage characteristics of photovoltaic cells and determined the parameters.

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Section: Compoundsmentioning

confidence: 99%

Ternary organic solar cells doped methoxyphenyl indenopyrazoloquinoline derivatives

Lewińska

Danel

Łukaszewska

et al. 2018

J Mater Sci: Mater Electron

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“…3 From a molecular design point of view, the nature of the charge carriers could be empirically engineered by adjusting the electron density of the aromatic unit. Introduction of electron deficient nitrogen atoms [5][6][7][8] onto the aromatic core has been an effective method in endowing n-type characteristics. An emerging trend in recent n-type diskshaped molecules is manifested in the ladder-conjugated molecules containing rylene imide building blocks.…”

Section: Introductionmentioning

confidence: 99%

Understanding Electron Transport in Disk-Shaped Triphenylene-Tris(naphthaleneimidazole)s through Structural Modification and Theoretical Investigation

Zhang

Hanifi

Fernández‐Liencres

et al. 2017

ACS Appl. Mater. Interfaces

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ABSTRACT. Disk-shaped molecules with large aromatic π-surface are a class of organic semiconductors of which the charge carrier transport properties could be greatly facilitated by preferred intermolecular stacking of the π-surfaces. The optical and electronic properties are not only determined by the core aromatic structure of these disk-shaped molecules, but also strongly dependent on the sidechains, which directly impact the molecular self-assembly behavior in condensed phases. Triphenylene-tris(naphthaleneimidazole) (TP-TNI) is a recently reported ntype semiconductor featuring a large π-core and branched sidechains with an electron transporting mobility reaching 10 -4 cm 2 V -1 s -1 . In order to further improve material performance, a detailed study is needed to understand the dependence of carrier transporting properties on both the core electronic structure and the sidechain. Here we present the detailed synthesis and characterization of a TP-TNI derivative bearing linear sidechains, which has demonstrated a field effect electron transport mobility up to 1.3×10 -3 cm 2 V -1 s -1 . The more than one order improvement of electron transport properties over the branched side chain homologue can be correlated to ordered twisted packing in the thin film, as revealed by in situ variable temperature grazing incidence wide-angle X-ray scattering (GIWAXS) studies. In-depth theoretical understanding of the frontier orbitals, reorganization energies and charge transfer integrals of TP-TNI molecules have provided further insight into the relationship between molecular stacking geometry and charge transporting properties.3

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“…phenanthro [9,10- A first-rate review on the chemistry of the above mentioned heteroaromatic systems, focusing on their synthesis, electronic properties, and applications in materials science, has recently been published. 51 However, no reviews dealing with the chemistry and applications of triphenylenes, phenanthro [9,10-b]thiophenes and naphthodithiophenes, bearing pyridazine (I-XVII; Section 2 of this review), pyrimidine (XVIII-XXVI; Section 3) or pyrazine rings (XXVII-XXXII; Section 4) have so far been published.…”

Section: Introductionmentioning

confidence: 99%

Diazatriphenylenes and their thiophene analogues: synthesis and applications

Verbitskiy¹,

Rusinov²,

Charushin³

2017

Arkivoc

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Heterocyclic Nanographenes and Other Polycyclic Heteroaromatic Compounds: Synthetic Routes, Properties, and Applications

Cited by 1,157 publications

References 1,627 publications

Ternary organic solar cells doped methoxyphenyl indenopyrazoloquinoline derivatives

Ternary organic solar cells doped methoxyphenyl indenopyrazoloquinoline derivatives

Understanding Electron Transport in Disk-Shaped Triphenylene-Tris(naphthaleneimidazole)s through Structural Modification and Theoretical Investigation

Diazatriphenylenes and their thiophene analogues: synthesis and applications

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