Fast and inexpensive synthesis of pentacene with high yield using 6,13-pentacenequinone as precursor

Mota, María L.; Rodriguez, Bibiana; Carrillo-Castillo, A.; Ambrosio, Roberto; Luque, P.A.; Mireles, Marcela; Vivaldo, Israel; Quevedo, Manuel

doi:10.1016/j.molstruc.2017.10.070

Cited by 9 publications

(6 citation statements)

References 17 publications

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“…In this study, a novel quinone-enriched CMP was synthesized through a modified Diels–Alder reaction. − Characterization results and model reactions indicated that the proposed Diels–Alder reaction is feasible for CMP synthesis. Because of the rigid fused backbone and the substantial CO groups, when used as a LIB cathode, the as-prepared CMP exhibited excellent electrochemical characteristics, including a high lithium-ion diffusion coefficient (5.30 × 10 –11 cm 2 s –1 ) and long-term cyclability (a 94.8% capacity retention at a high current density of 1.0 A g –1 after 1500 cycles).…”

Section: Introductionmentioning

confidence: 95%

Quinone-Enriched Conjugated Microporous Polymer as an Organic Cathode for Li-Ion Batteries

Ouyang

Tranca

Zhao

et al. 2021

ACS Appl. Mater. Interfaces

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Among various organic cathode materials, CO group-enriched structures have attracted wide attention worldwide. However, small organic molecules have long suffered from dissolving in electrolytes during charge–discharge cycles. π-Conjugated microporous polymers (CMPs) become one solution to address this issue. However, the synthesis strategy for CMPs with rich CO groups and stable backbones remains a challenge. In this study, a novel CMP enriched with CO units was synthesized through a highly efficient Diels–Alder reaction. The as-prepared CMP exhibited a fused carbon backbone and a semiconductive characteristic with a band gap of 1.4 eV. When used as an organic electrode material in LIBs, the insoluble and robust fused structure caused such CMPs to exhibit remarkable cycling stability (a 96.1% capacity retention at 0.2 A g–1 after 200 cycles and a 94.8% capacity retention at 1 A g–1 after 1500 cycles), superior lithium-ion diffusion coefficient (5.30 × 10–11 cm2 s–1), and excellent rate capability (95.8 mAh g–1 at 1 A g–1). This study provided a novel synthetic method for fabricating quinone-enriched fused CMPs, which can be used as LIB cathode materials.

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Section: Introductionmentioning

confidence: 95%

Quinone-Enriched Conjugated Microporous Polymer as an Organic Cathode for Li-Ion Batteries

Ouyang

Tranca

Zhao

et al. 2021

ACS Appl. Mater. Interfaces

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“…19 Moreover, all the diffraction peaks of pentacene films correspond to the lattice plane of (0 0 n) (n = 1, 2, 3, 4, 5), which is also consistent with those prior reports in the literature. 44 As a result, the plane of d (001) occupies the dominant lattice plane of the pentacene films. The Bragg equation is usually expressed as nλ = 2d sin θ, where n is an integer, λ is the diffraction wavelength, d is the distance between lattice planes, and θ is the angle of diffraction.…”

Section: Resultsmentioning

confidence: 99%

Self-Driven and Blue-Enhanced Photodetectors Based on Organic/Inorganic Heterojunction of Pentacene and Bi₂Se₃

Su,

Liu,

et al. 2023

ACS Appl. Nano Mater.

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Nanoscale-thick organic/inorganic hybrid heterojunction functioning as the core optical active layer of a photodetector has many significant advantages due to its enhanced light absorption, excellent interface quality, higher mechanical stability, and intralayer excitonic dynamics. However, via controlled growth of high-quality 2D pentacene/Bi 2 Se 3 heterojunction to further improve the performance metrics of photodetectors has rarely been investigated. Therefore, to further explore its utilization potentiality in optoelectronics, the newly conceived organic/inorganic heterojunctions with sharp interface were controllably grown based on small-molecule pentacene and topological insulator Bi 2 Se 3 nanometer films. Then, a self-driven and blue-sensitive heterojunction photodetector was fabricated. Note that the photodetector with nanoscale thickness exhibits a reversible photocurrent switching performance with higher photoresponsivity of 4.834 A/W and detectivity of 1.62 × 10 10 Jones under 405 nm blue-light irradiation. Through integrating several surface-sensitive characterization techniques, the robust interface Schottky potential was experimentally revealed, which was derived from the metallic and few nanometers thick Dirac surface state of the Bi 2 Se 3 crystal. This contact behavior is beneficial to improve the separation capability of electron−hole pairs and promotes the photoelectric conversion efficiency of the heterojunction. This study provides an in-depth understanding of the basic photophysics of pentacene/Bi 2 Se 3 heterojunctions, and the newly designed photodetector has broad application prospects in low-power and flexible optoelectronics.

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“…Clar and collabatores reported pentacene in 1929. [14] Pentacene is most important class of PAH because of its single crystal data and thin film statistics show high carrier mobility. Recently, Jackson et al reported thin-film transistors on plastic substrate using pentacene as a carrier molecule.…”

Section: Introductionmentioning

confidence: 99%

“…Pentacene is a good semiconductor used in electronic industry. Clar and collabatores reported pentacene in 1929 [14] . Pentacene is most important class of PAH because of its single crystal data and thin film statistics show high carrier mobility.…”

Section: Introductionmentioning

confidence: 99%

“…[24] Synthesis of unusual AAAs also extends the preparation of building blocks towards natural products and drugs. Kotha and co-workers synthesised indane based AAAs derivatives (11)(12)(13)(14) by a [2 + 2 + 2] cyclotrimerisation under microwave conditions (Figure 3). [25][26][27] Alkylation of benzophenone Schiff base, followed by hydrolysis, and protection sequence gave several key building blocks suitable to unusual AAA preparation.…”

Section: Introductionmentioning

confidence: 99%

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Synthesis of Unusual Amino Acid Derivatives Containing Bicyclo[2.2.2]octane Unit by the Diels‐Alder Approach Involving Pentacene

Kotha

Gaikwad

2022

ChemistrySelect

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Fast and inexpensive synthesis of pentacene with high yield using 6,13-pentacenequinone as precursor

Cited by 9 publications

References 17 publications

Quinone-Enriched Conjugated Microporous Polymer as an Organic Cathode for Li-Ion Batteries

Quinone-Enriched Conjugated Microporous Polymer as an Organic Cathode for Li-Ion Batteries

Self-Driven and Blue-Enhanced Photodetectors Based on Organic/Inorganic Heterojunction of Pentacene and Bi₂Se₃

Synthesis of Unusual Amino Acid Derivatives Containing Bicyclo[2.2.2]octane Unit by the Diels‐Alder Approach Involving Pentacene

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Fast and inexpensive synthesis of pentacene with high yield using 6,13-pentacenequinone as precursor

Cited by 9 publications

References 17 publications

Quinone-Enriched Conjugated Microporous Polymer as an Organic Cathode for Li-Ion Batteries

Quinone-Enriched Conjugated Microporous Polymer as an Organic Cathode for Li-Ion Batteries

Self-Driven and Blue-Enhanced Photodetectors Based on Organic/Inorganic Heterojunction of Pentacene and Bi2Se3

Synthesis of Unusual Amino Acid Derivatives Containing Bicyclo[2.2.2]octane Unit by the Diels‐Alder Approach Involving Pentacene

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Self-Driven and Blue-Enhanced Photodetectors Based on Organic/Inorganic Heterojunction of Pentacene and Bi₂Se₃