Organic metals

Khidekel, M. L.; Zhilyaeva, E. I.

doi:10.1016/0379-6779(81)90054-0

Cited by 28 publications

(7 citation statements)

References 113 publications

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“…32 Another popular method for producing these compounds involves the reaction of a halogenated arene (Scheme 1b) with an alkali-metal dichalcogenide prepared in situ from equimolar mixtures of chalcogen and sodium in an aprotic polar solvent, such as N, N-dimethylacetamide (DMA), 1,3-dimethyl-2-imidazolidinone (DMI), or DMF. For example, tetraselenonaphthalene (2), 34 tetrachalcogenotetracenes (11, 13 and 14), [35][36][37] tetrachalcogenoanthracenes (3-6), 6,[38][39][40][41] tetrachalcogenophenanthrenes (7 and 8) 42 were prepared by this reaction route. However, there are still limitations regarding this kind of reaction.…”

Section: Synthesismentioning

confidence: 99%

“…58 For 13, the molecules crystallize in centrosymmetric space group with a nearly planar structure. 37 Along the c-axis, the molecules form uniform stacks with an interplanar distance of 3.42 A ˚. However, compared to the stacks of 12 with sulfur cyclic rings facing to each other, the stacks of 13 are closely packed in such a way that the selenium cyclic rings do not pack face-to-face.…”

Section: Crystallographic Packing Motifsmentioning

confidence: 99%

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Chalcogenoarene semiconductors: new ideas from old materials

et al. 2011

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There are certain aspects of the electronic and packing behavior of planar aromatic molecules containing exocyclic chalcogen atoms (i.e., sulfur, selenium, tellurium) which need considerable re-enlightenment. This class of semiconductors was once regarded as next-generation p-donors for applications in charge-transfer complexes. With the advent of new device technologies such as lightemitting diodes, solar cells, and organic transistors, the interest in charge-transfer complexes eventually tapered off. However, significant progress in the use of this class of materials in modern organic devices has been reported over the last five years. In this article, we review the exocyclic arenes with chalcogen atoms in peri-positions, summarize synthetic routes to these compounds and take a close look at their basic properties. Particular emphasis is placed upon their packing arrangements and the effect of exocyclic chalcogen atoms on the crystal packing motifs. Selected example applications from this class of materials in different fields will be highlighted. As a final note, we provide a prediction for their use in mainstream applications such as energy and fundamental charge transport/generation.

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Section: Synthesismentioning

confidence: 99%

Section: Crystallographic Packing Motifsmentioning

confidence: 99%

Chalcogenoarene semiconductors: new ideas from old materials

et al. 2011

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“…In order to proceed beyond simple tests and demonstrations of principle, we observed the EPR spectrum of polyaniline, a conducting polymer, prepared in the laboratory of Professor Khidekel at Chernogolovka. 30 The property of polyaniline that makes it intriguing for FIR-EPR studies is that there is significant exchange narrowing of the polyaniline FIR-EPR spectrum possibly mediated by polarons. 10 Spectra at 170 and 250 GHz were taken to elucidate the exchange-narrowing effect on the line shape.…”

Section: Spectra Of Polyanilinementioning

confidence: 99%

Far-infrared electron-paramagnetic-resonance spectrometer utilizing a quasioptical reflection bridge

Earle

Tipikin

Freed

1996

Review of Scientific Instruments

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We describe a far-infrared electron-paramagnetic-resonance ͑EPR͒ spectrometer for broadband ͑100-300 GHz͒ use. The spectrometer is operated in the reflection mode and uses broadband quasioptical methods to separate the transmitted from the reflected radiation. We describe and illustrate its operation at 170 GHz ͑1.8 mm͒ and compare its performance to that of our transmission mode spectrometer operating at 250 GHz. We also discuss the advantages of the reflection bridge for performing EPR experiments over a broad range of frequencies, and we consider methods of improving the performance of the bridge. This includes a novel design for variable coupling of the reflection-mode Fabry-Pérot resonator.

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“…Solid organic compounds on the other hand are considered as amorphous materials with poor conductivity. In order to develop conducting materials based on organic compounds chemists have recently explored charge‐transfer salts and polymeric hydrocarbons [ 1 ] mostly from planar molecules so that they can lead to anisotropic structures having pseudo‐one‐dimensional electronic properties. [ 2–11 ] The tetracyano‐p‐quinodimethane (TCNQ)–tetrathiafulvalene (TTF) was amongst prominent design strategies with very high conductivity of 500 Ω cm −1[ 1,12 ] as compared to metallic silver 630 000 Ω cm −1 at room temperature.…”

Section: Introductionmentioning

confidence: 99%

Highly Luminescent and Semiconducting Supramolecular Organic Charge Transfer Complex Generated via H‐Bonding Interaction Pathway

Ghosh¹,

Sarkar

Paul³

et al. 2023

Cryst. Res. Technol.

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The construction of a charge transfer (CT) organic material with important electrical properties is demonstrated where the charge transfer state is generated via delocalization through H-bonding interaction pathway. The reaction of simple organic molecule pyromellitic acid with orthophenylene diamine in 1:2 ratios gives a colorless cocrystal 1'. The rare transition phenomena of a colorless cocrystal 1' to an orange charge transfer state 1 take place in methanol water media over several days. The charge transfer state is isolated as orange single crystals of 1 which show semiconducting as well as fluorescent properties. The X-ray diffraction analysis of 1 demonstrates the formation of charge separated extended H-bonded network which is supposed to be solely responsible for the delocalization of charge in the system. This is the first example of formation of donor-acceptor-based charge transfer material constructed by just tuning the H-bond distance of a colorless cocrystalline state with non-chalcogen and non-halogenated molecules.

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Organic metals

Cited by 28 publications

References 113 publications

Chalcogenoarene semiconductors: new ideas from old materials

Chalcogenoarene semiconductors: new ideas from old materials

Far-infrared electron-paramagnetic-resonance spectrometer utilizing a quasioptical reflection bridge

Highly Luminescent and Semiconducting Supramolecular Organic Charge Transfer Complex Generated via H‐Bonding Interaction Pathway

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