Synthesis, optical, electrochemical, and magnetic properties of new ferrocenyl chalcone semiconductors for optoelectronic applications

Hernández-Ortiz, Oscar Javier; Cerón-Castelán, Jesús Emmanuel; Muñoz-Pérez, Francisco M.; Salazar‐Pereda, Verónica; Ortega-Mendoza, J. G.; Veloz-Rodríguez, María Aurora; Guerrero, A. Lobo; Espinosa-Roa, Arián; Rodríguez-Rivera, Mario Alejandro; Vázquez-García, Rosa Ángeles

doi:10.1007/s10854-020-02882-1

Cited by 6 publications

(4 citation statements)

References 42 publications

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“…Overall, this field of long-chain molecules that are able to perform logic operations seems to be underdeveloped, with few examples (see also References [25][26][27][28][29]). Nevertheless, the possibility of synthesizing such macromolecules with tailor-made characteristics appears quite attractive.…”

Section: Long-chain Molecules As Logic Gates (Lc-mlg)mentioning

confidence: 99%

“…The use of the anthracene moiety as a fluorophore has long been realized in the realm of ferrocene-based MLGs, although its implementation has not been that successful compared to naphthalimide. This can be rationalized based on the synthetic difficulties of Overall, this field of long-chain molecules that are able to perform logic operations seems to be underdeveloped, with few examples (see also References [25][26][27][28][29]). Nevertheless, the possibility of synthesizing such macromolecules with tailor-made characteristics appears quite attractive.…”

Section: Imentioning

confidence: 99%

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Molecular Logic Gates Based on Ferrocene-Containing Compounds

Tzeliou,

Zois,

Tzeli

2024

Inorganics

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Ferrocene has a unique structure, i.e., a central iron atom neatly sandwiched between two cyclopentadienyl rings, which has revolutionized the chemists’ views about how metals bind to organic π-systems. This structural arrangement leads to some fascinating chemical and photophysical properties. The last three decades, there were reports about receptor molecules that could be considered to perform simple logic operations via coupling ionic bonding or more complex molecular-recognition processes with photonic (fluorescence) signals. In these systems, chemical binding (‘input’) results in a change in fluorescence intensity (‘output’) from the receptor. It has been proven that molecules respond to changes in their environment, such as the presence of various ions, neutral species, pHs, temperatures, and viscosities. Since their first realization by de Silva, molecular logic gates have been intensively experimentally studied, with purely theoretical studies being less common. Here, we present the research that has been conducted on Molecular Logic Gates (MLGs) containing ferrocene and their applications. We categorized such systems into three families of MLGs: long-chain molecules (oligomers or polymers) that incorporate ferrocene, medium-sized molecules that incorporate ferrocene, and systems where ferrocene or its derivatives are used as external additives. Furthermore, MLGs including metal cations without the ferrocene moiety are briefly presented, while computational methodologies for an accurate theoretical study of MLG, including metal cations, are suggested. Finally, future perspectives of MLGs containing ferrocene and their applications are also presented.

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Section: Long-chain Molecules As Logic Gates (Lc-mlg)mentioning

confidence: 99%

Section: Imentioning

confidence: 99%

Molecular Logic Gates Based on Ferrocene-Containing Compounds

Tzeliou,

Zois,

Tzeli

2024

Inorganics

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“…In recent decades, interest in the development and research of organic semiconductor materials, such as small molecules [ 1 , 2 ] and conjugated polymers [ 3 , 4 ] has gained great interest in the scientific community [ 5 , 6 , 7 ]. This is due to the attractive photophysical and processing properties of this type of material, which have been tuned and adapted for their application in optoelectronic devices such as organic light-emitting diodes (OLEDs) [ 8 , 9 ], organic solar cells (OSC) [ 1 , 10 ], organic field-effect transistors OFETs [ 11 , 12 ], perovskite solar cells [ 13 , 14 ], sensors [ 15 , 16 , 17 ], nonlinear optics materials [ 18 , 19 ], molecular switches [ 20 ], optical data storage [ 21 ], and others.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Study of the Optical Properties of a Conjugated Polymer with Configurational Isomerism for Optoelectronics

et al. 2023

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A π-conjugated polymer (PBQT) containing bis-(2-ethylhexyloxy)-benzo [1,2-b’] bithiophene (BDT) units alternated with a quinoline-vinylene trimer was obtained by the Stille reaction. The chemical structure of the polymer was verified by nuclear magnetic resonance (1H NMR), Fourier transform infrared (FT-IR), and mass spectroscopy (MALDI-TOF). The intrinsic photophysical properties of the solution were evaluated by absorption and (static and dynamic) fluorescence. The polymer PBQT exhibits photochromism with a change in absorption from blue (449 nm) to burgundy (545 nm) and a change in fluorescence emission from green (513 nm) to orange (605 nm) due to conformational photoisomerization from the trans to the cis isomer, which was supported by theoretical calculations DFT and TD-DFT. This optical response can be used in optical sensors, security elements, or optical switches. Furthermore, the polymer forms spin-coated films with absorption properties that cover the entire visible range, with a maximum near the solar emission maximum. The frontier molecular orbitals, HOMO and LUMO, were calculated by cyclic voltammetry, and values of −5.29 eV and −3.69, respectively, and a bandgap of 1.6 eV were obtained, making this material a semiconductor with a good energetic match. These properties could suggest its use in photovoltaic applications.

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“…Chalcone derivatives are found to exhibit noteworthy nonlinear optical (NLO) properties accompanied by an ultrafast (picosecond–femtosecond) response. − Owing to this, chalcones have been widely studied for their possible uses in frequency conversion, two-photon absorption (2PA) spectroscopy, optoelectronics, optical power limiting (OPL), and all-optical switching (AOS) applications. − The electron donors and acceptors with π-conjugated molecular systems (D−π–A type) were often used to design molecules for larger values of first and second hyperpolarizabilities (β and γ). ,, These molecular systems of the materials depict strong charge transfer characteristics between electron donor and acceptor groups, which usually enhance the NLO properties. Therefore, it is important to know the structure–property relationships of newly prepared chalcones.…”

Section: Introductionmentioning

confidence: 99%

Ultrafast Nonlinear Optical and Structure–Property Relationship Studies of Pyridine-Based Anthracene Chalcones Using Z-Scan, Degenerate Four-Wave Mixing, and Computational Approaches

Maidur¹,

Patil

Katturi

et al. 2021

J. Phys. Chem. B

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The structural, thermal, linear, and femtosecond third-order nonlinear optical (NLO) properties of two pyridine-based anthracene chalcones, (2E)-1-(anthracen-9-yl)-3-(pyridin-2-yl)prop-2-en-1-one (2PANC) and (2E)-1-(anthracen-9-yl)-3-(pyridin-3-yl)prop-2-en-1-one (3PANC), were investigated. These two chalcones were synthesized following the Claisen–Schmidt condensation method. Optically transparent single crystals were achieved using a slow evaporation solution growth technique. The presence of functional groups in these molecules was established by Fourier transform infrared and NMR spectroscopic data. The detailed solid-state structure of both chalcones was determined from the single-crystal X-ray diffraction data. Both crystals crystallized in the centrosymmetric triclinic space group P1̅ with the nuance of unit cell parameters. The crystals (labeled as 2PANC and 3PANC) have been found to be transparent optically [in the entire visible spectral region] and were found to be thermally stable up to 169 and 194 °C, respectively. The intermolecular interactions were investigated using the Hirshfeld surface analysis, and the band structures (highest occupied molecular orbital–lowest unoccupied molecular orbital, excited-state energies, global chemical reactivity descriptors, and molecular electrostatic potentials) were studied using density functional theory (DFT) techniques. The ultrafast third-order NLO properties were investigated using (a) Z-scan and (b) degenerate four-wave mixing (DFWM) techniques using ∼50 fs pulses at 800 nm (1 kHz, ∼4 mJ) from a Ti:sapphire laser amplifier. Two-photon-assisted reverse saturable absorption, self-focusing nonlinear refraction, optical limiting, and optical switching behaviors were witnessed from the Z-scan data. 3PANC demonstrated a stronger two-photon absorption coefficient, while 2PANC depicted a stronger nonlinear refractive index among the two. The time-resolved DFWM data demonstrated that the decay times of 2PANC and 3PANC were ∼162 and ∼180 fs, respectively. The second hyperpolarizability (γ) values determined by DFT, Z-scan, and DFWM were found to be in good correlation (with a magnitude of ∼10–34 esu). The ultrafast third-order NLO response, significant NLO properties, and thermal stability of these chalcones brands them as potential candidates for optical power limiting and switching applications.

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Synthesis, optical, electrochemical, and magnetic properties of new ferrocenyl chalcone semiconductors for optoelectronic applications

Cited by 6 publications

References 42 publications

Molecular Logic Gates Based on Ferrocene-Containing Compounds

Molecular Logic Gates Based on Ferrocene-Containing Compounds

Synthesis and Study of the Optical Properties of a Conjugated Polymer with Configurational Isomerism for Optoelectronics

Ultrafast Nonlinear Optical and Structure–Property Relationship Studies of Pyridine-Based Anthracene Chalcones Using Z-Scan, Degenerate Four-Wave Mixing, and Computational Approaches

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