Optoelectronic, femtosecond nonlinear optical properties and excited state dynamics of a triphenyl imidazole induced phthalocyanine derivative

Bhattacharya, S.; Biswas, Chinmoy; Raavi, Sai Santosh Kumar; Krishna, Jonnadula Venkata Suman; Devulapally, Koteshwar; Giribabu, Lingamallu; Soma, Venugopal Rao

doi:10.1039/c9ra07758h

Cited by 34 publications

(20 citation statements)

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“…Promising novel organic molecules, possessing significant nonlinear optical (NLO) characteristics, are in high demand for various device applications in the fields of photonics, biomedical imaging, optical communications, etc., ( Anusha et al, 2015 ; Venkatram et al, 2008a ). All these organic molecules, like phthalocyanines ( Rao et al, 2000 ; Maya et al, 2003 ; Swain et al, 2014b ; Bharati et al, 2018 ; Venkatram et al, 2008b ), porphyrins, and corroles ( Anusha et al, 2012 ; Sarma et al, 2011 ) are reported frequently possessing strong third-order NLO coefficients and cross-sections ( Swain et al, 2014a ; Bhattacharya et al, 2019a ; Clavian et al, 2019 ; Katturi et al, 2020a ; Katturi et al, 2020b ; Pati et al, 2020 ; Rathi et al, 2020 ; Kumar et al, 2021 ). Phthalocyanines generally have strong colors and are used as dyes.…”

Section: Resultsmentioning

confidence: 99%

“…To revive the study of the potential of NLO in the field of telecommunication, photonics, biomedicine, and optical signal processing, several NLO moieties were designed through various π-conjugated organic molecules ( Mardar, 2006 ; Bures et al, 2012 ; Sofiani et al, 2016 ; Biswas et al, 2020 ). For this reason, a great variety of small organic molecules and macrocyclic systems, such as porphyrins ( Rao et al, 2000 ; Senge et al, 2007 ; Swain et al, 2014a ; Katturi et al, 2020b ; Rathi et al, 2020 ; Vijisha et al, 2020 ; Kumar et al, 2021a ), phthalocyanines ( de la Torre et al, 2004 ; Kumar et al, 2007 ; Swain et al, 2014b ; Zhang et al, 2014 ; Bharati et al, 2018 ; Venkatram et al, 2018a; Venkatram et al, 2018b; Bhattacharya et al, 2019a ; Bhattacharya et al, 2019b ; Bhattacharya et al, 2021 ), corroles ( Katturi et al, 2020a ; Lu et al, 2021 ), porphycenes ( Sarma et al, 2011 ; Swain et al, 2012 ; Pati et al, 2020 ), and BODIPY dyes ( Ngoy et al, 2019 ), have been investigated for their NLO properties. Of these systems, we are particularly interested in phthalocyanine-based macrocyclic systems toward these applications.…”

Section: Introductionmentioning

confidence: 99%

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Optical, Electrochemical, Third-Order Nonlinear Optical Investigations of 3,4,5-Trimethoxy Phenyl Substituted Non-Aqueous Phthalocyanines

et al. 2021

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A new series of non-aqueous phthalocyanines having 3,4,5-trimethoxy phenyl group at peripheral positions in which the central cavity possessing Cu(II), Zn(II), and without metals has been synthesized, and its absorption, fluorescence (steady-state and excited state lifetimes), electrochemical, and third-order nonlinear optical (NLO) properties were evaluated. Absorption studies data suggest that all three phthalocyanines obey Beer–Lambert’s law, and the redox properties indicate that both oxidation and reduction reactions are macrocyclic centered. The singlet quantum yields were measured in different solvents and were found to be in the range of 0.2–0.5 in the case of free-base, whereas it was in the range of 0.1–0.5 in zinc derivative, while the time-resolved fluorescence data revealed lifetimes of typically a few ns. The third-order NLO properties were investigated using the Z-scan technique with kilohertz (for retrieving true electronic nonlinearities) and megahertz repetition rate femtosecond pulses at 800 nm. Intensity-dependent Z-scan studies revealed robust NLO coefficients for solutions and thin films (two-photon absorption cross-sections of 9,300–57,000 GM) of these molecules suggesting a strong potential for optical switching, imaging, and optical limiting applications.

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Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Optical, Electrochemical, Third-Order Nonlinear Optical Investigations of 3,4,5-Trimethoxy Phenyl Substituted Non-Aqueous Phthalocyanines

et al. 2021

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“…It indicates that stimulated emission in CuPcs can increase the decay lifetime because of the unique electronic structure of Cu elements. 39,40 The decay curves divergence of all CuPcs ascribed to that different substitution, which can affect the triplet process, and probably originated from the improved molecular interaction and increase of the Forster energy transfer process, which lead to excitation coupling with π → π ⁎ transitions between closed molecules.…”

Section: Znpc Cupcmentioning

confidence: 99%

Asymmetrically Substituted Phthalocyanines as Dopant-Free Hole Selective Layers for Reliability in Perovskite Solar Cells

Huang

Hernandez

Kazim

et al. 2021

ACS Appl. Energy Mater.

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Dopant-free metal phthalocyanines are viable alternatives to the classical Spiro-OMeTAD in perovskite solar cells (PSCs), due to their appealing optoelectrical properties and chemical stability. However, low carrier concentration, transportability, and narrow bandgap limit their application. Here, we designed and investigated six innovative asymmetrically substituted metal phthalocyanines (MPcs, M = Zn or Cu), and established the correlation between electronic structure, charge carrier transfer parameter, and core metal/substitutions in MPcs by transient absorbance spectroscopy and electronic paramagnetic resonance. We probed the charge transport properties of ZnPcs including carrier lifetime, diffusion coefficient, and diffusion length by transient absorbance spectroscopy. We noted, ZnPcAE presents a longer diffusion length (1.94 nm) than of control ZnPcTB4 (0.80 nm), which is advantageous for reducing charge recombination and gave higher power conversion efficiency in the fabricated PSCs. Importantly, the devices with MPcs yielded improved stability under multi-stress conditions. Our work provides a molecular guideline for designing MPcs and their application as dopant-free hole-transporting materials for perovskite solar cells fabrication.

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“…Together with the capacity of selectively binding cationic species, this turns imidazoles into potential optical chemosensors for a wide range of applications [12] such as pH [13,14] and cation detection [15,16]. In addition to this application, imidazole derivatives have also found application as thermally stable fluorophores for Organic Light-Emitting Diode (OLED)s [17], two-photon absorbing molecules [18], nonlinear optical materials [19], DNA intercalators [20], and PDI photosensitizers [21]. Moreover, the introduction of π bridges of a heterocyclic nature, such as sulfur five-membered heterocycles, can improve the photophysical properties and provide additional binding sites for certain ions.…”

Section: Introductionmentioning

confidence: 99%

Hybrid Sol–Gel Matrices Doped with Colorimetric/Fluorimetric Imidazole Derivatives

et al. 2021

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Organic–inorganic hybrids (OIH) are materials that can be easily synthesized by the sol–gel method and combine the advantages of organic and inorganic moieties within a single polymeric matrix. Imidazole derivatives are versatile organic compounds that can change their optical properties with the variation of pH due to the protonation or deprotonation of the nitrogen atoms. This work reports the preparation of different OIHs doped with different contents of two imidazole compounds (3a,b). The obtained materials were characterized structurally by FTIR, and the dielectric properties were studied by electrochemical impedance spectroscopy. The optical properties were studied by UV-Vis absorption and fluorescence spectroscopies. The FTIR analysis showed that the presence of the imidazole does not change the structural properties of the matrices. The normalized resistance values obtained for the doped matrices ranged between 8.57 and 9.32 Ω cm2, all being higher than the undoped matrix. The σ ranged between 9.49 and 10.28 S cm−1, being all higher than the pure OIH samples. Compound 3a showed a maximum absorption peak at 390 nm, which is present in the OIH spectra, proving the presence of the compound. In the case of compound 3b, a maximum absorption wavelength at 412 nm was found, and the compound peak was not clear, which may indicate that an interaction between the compound and the matrix occurred. A synergetic effect between the intrinsic emission of the matrix and the fluorescence of 3a is found on the OIH-doped matrices.

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Optoelectronic, femtosecond nonlinear optical properties and excited state dynamics of a triphenyl imidazole induced phthalocyanine derivative

Abstract: A novel zinc phthalocyanine derivative PBIPC was synthesized by incorporating a triphenyl imidazole moiety at its peripheral positions.

Cited by 34 publications

References 78 publications

Optical, Electrochemical, Third-Order Nonlinear Optical Investigations of 3,4,5-Trimethoxy Phenyl Substituted Non-Aqueous Phthalocyanines

Optical, Electrochemical, Third-Order Nonlinear Optical Investigations of 3,4,5-Trimethoxy Phenyl Substituted Non-Aqueous Phthalocyanines

Asymmetrically Substituted Phthalocyanines as Dopant-Free Hole Selective Layers for Reliability in Perovskite Solar Cells

Hybrid Sol–Gel Matrices Doped with Colorimetric/Fluorimetric Imidazole Derivatives

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