From Pyridine Adduct of Borabenzene to (In)finite Graphene Architectures Functionalized with N → B Dative Bonds. Prototype Systems of Strong One- and Two-Photon Quantum Transitions Triggering Large Nonlinear Optical Responses

Karamanis, Panaghiotis; Otero, Nicolás; Xenides, Demetrios; Denawi, Hassan; Mandado, Marcos; Rérat, Michel

doi:10.1021/acs.jpcc.0c05190

Cited by 10 publications

(9 citation statements)

References 67 publications

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“…The coupled perturbed approximation − for finite and periodic systems − has been applied to calculate static dipole polarizabilities and first hyperpolarizabilities throughout this study. We relied on the Coulomb-attenuating (CAM-B3LYP) functional that provides a good ratio between accuracy and computational efficiency for molecular nonlinear optical properties. , More information about nonlinear optical materials, the quantum-chemical nature of these universal material properties, and the computational methods that are frequently used for their accurate calculation can be found in standard books and articles (see refs , , , and and references therein).…”

Section: Computational Detailsmentioning

confidence: 99%

On the Optical Properties of Diamino-Pillared Graphene Architectures

et al. 2023

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Pillared graphenes are stacked graphene layers separated by spacers, or “pillars”, of various types and have attracted significant attention in material science. In graphene networks, the pillars are used to increase interlayer distances and control their electronic conductivity, mechanical strength, and chemical reactivity. Such materials are currently investigated for a wide range of potential applications, including optoelectronics, flexible electronics, energy storage, catalysis, and sensing. In this work, we deal with the optical behavior of a special class of these promising materials, in which graphene sheets, piled one on top of the other, are covalently connected by diamino organic molecules via carbon–nitrogen single bonds. In particular, we studied elemental molecular quantities strongly related to molecules and materials’ linear and nonlinear optical profiles. Properties such as optical gaps, UV–vis absorption spectra, excited states, and the first dipole hyperpolarizabilities have been computed and analyzed within the density functional theory framework. The obtained results suggest that both the linear and the nonlinear optical profiles of graphene architectures interconnected by conventional organic diamino molecules are dominated by the optical responses of the graphene layers. On the other hand, the diamino pillars are indirectly involved, in the optical behavior of these species, through local structural modifications on the framework of the graphene sheets as a result of the cross-linking process. Specifically, the performed computations, conducted in large finite graphene flakes of specific aromaticity patterns, exposed that local structural patterns may trigger surprisingly strong variations with respect to their optical absorption profiles, excited states, and nonlinear optical behavior. Such local structural patterns involve intercyclic carbon–carbon single bonds formed between sp3-hybridized carbon atoms belonging to two neighboring aromatic sextets. As far as the nonlinear optical properties are concerned, Kohn–Sham coupled perturbed computations on systems of various cross-linking patterns showed that NLO-inactive graphene sections, in terms of quadratic nonlinear optical responses, could be converted to materials of important nonlinearities. Finally, no evident dependence of the optical absorption profiles was observed with respect to the type (aromatic, conjugated, or fully saturated) of the pillar used.

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Section: Computational Detailsmentioning

confidence: 99%

On the Optical Properties of Diamino-Pillared Graphene Architectures

et al. 2023

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“…[ 47,48 ] Calculations using ab initio and density functional theory (DFT) methods carried out by Karamanis et al suggested that the intermolecular B←N coordination would trigger extra‐strong one‐ and two‐photon quantum transitions followed by intense transfer of charge, which will then significantly alter the absorption profiles of the molecule systems. [ 49 ]…”

Section: Intermolecular B←n Coordinationmentioning

confidence: 99%

B←N Coordination: From Chemistry to Organic Photovoltaic Materials

Huang

Wang

Xiang

et al. 2021

Adv Energy and Sustain Res

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Coordination between boron Lewis acid and nitrogen Lewis base (B←N) is a classically chemical issue that has been known for several decades. Recently, this B←N chemistry developed into a new stage toward electronic materials, e.g., adjusting optoelectronic properties of N‐based conjugated molecules via adding B Lewis acids, synthesizing B←N‐bridged conjugated units, and further constructing B←N‐embedded organic photovoltaic (OPV) materials. Herein, these progresses are systematically summarized starting from certain chemical issues concerning B←N coordination, e.g., Lewis acidity of typical B Lewis acids and their interactions with N‐contained conjugated molecules. Then, some fused and ladder‐type B←N‐bridged units are reviewed in terms of the relationship between molecular structures and optoelectronic properties. Finally, the recently flourished B←N‐embedded OPV materials are summarized. The prospect of OPV materials concerning B←N coordination is also proposed, hoping to attract more attention to this filed and motivate its rolling rapidly.

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“…Some theoretical studies were published on B-N doped PAHs, investigating their possible use as hydrogen storage materials [ 91 ] or on the nature of the intercyclic B-N bond [ 92 ]. Many other research papers on B-N doped PAHs have appeared recently, concerning their applications [ 93 , 94 , 95 , 96 , 97 ], and new structures [ 98 , 99 , 100 , 101 , 102 , 103 ].…”

Section: B-doped Polycyclic Aromatic Hydrocarbonsmentioning

confidence: 99%

Novel Synthetic Approach to Heteroatom Doped Polycyclic Aromatic Hydrocarbons: Optimizing the Bottom-Up Approach to Atomically Precise Doped Nanographenes

et al. 2021

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The success of the rational bottom-up approach to nanostructured carbon materials and the discovery of the importance of their doping with heteroatoms puts under the spotlight all synthetic organic approaches to polycyclic aromatic hydrocarbons. The construction of atomically precise heteroatom doped nanographenes has evidenced the importance of controlling its geometry and the position of the doping heteroatoms, since these parameters influence their chemical–physical properties and their applications. The growing interest towards this research topic is testified by the large number of works published in this area, which have transformed a once “fundamental research” into applied research at the cutting edge of technology. This review analyzes the most recent synthetic approaches to this class of compounds.

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From Pyridine Adduct of Borabenzene to (In)finite Graphene Architectures Functionalized with N → B Dative Bonds. Prototype Systems of Strong One- and Two-Photon Quantum Transitions Triggering Large Nonlinear Optical Responses

Cited by 10 publications

References 67 publications

On the Optical Properties of Diamino-Pillared Graphene Architectures

On the Optical Properties of Diamino-Pillared Graphene Architectures

B←N Coordination: From Chemistry to Organic Photovoltaic Materials

Novel Synthetic Approach to Heteroatom Doped Polycyclic Aromatic Hydrocarbons: Optimizing the Bottom-Up Approach to Atomically Precise Doped Nanographenes

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