Benzothiazole pyrazole containing emissive azo dyes decorated with ESIPT core: Linear and non linear optical properties, Z scan, optical limiting, laser damage threshold with comparative DFT studies

Ghanavatkar, Chaitannya W.; Mishra, Virendra; Sekar, Nagaiyan; Mathew, Elizabeth; Thomas, Sijo S.; Joe, I. Hubert

doi:10.1016/j.molstruc.2019.127401

Cited by 52 publications

(10 citation statements)

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“…Accordingly, the dipole moment of P1 molecule was found to be 5.1479 Debye, which is 1.0708 times of urea molecule. The higher value of dipole moment indicates a relatively higher polarization in the molecule [35][36][37] which is in line with the computed static linear polarizability (α) value of 81.8382 (× 10 −24 ) esu. The dynamic second-harmonic generation β(−2ω;ω, ω) and third-harmonic generation γ(−3ω;ω, ω, ω) values were computed at a frequency of ω = 0.08563 a.u, analogous to the Nd:YAG laser wavelength of 532 nm that was used for experimental Z-scan study.…”

Section: Molecular Nlo Propertiessupporting

confidence: 87%

Synthesis, physicochemical properties and computational study of donor–acceptor polymer for optical limiting application

Vishnumurthy¹,

Girish²,

Adhikari

2020

SN Appl. Sci.

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A new donor-acceptor configured π-conjugated polymer P1 with alkoxy pendant groups having cyclic diimide and thiophene core moieties in polymer backbone were efficiently synthesized via polycondensation reaction. The incorporation of cyclic diimide in polymer increased the rigidity and thermal stability of polymer backbone aided by its high T g value. These chromophores assisted in reducing the steric interaction of bulky alkoxy pendants which supported lowering the bandgap. The donor and acceptor moieties along with π spacers were particularly chosen to enhance the π-conjugation length in the polymer thereby increasing its nonlinear optical absorption i.e. two-photon absorption. The various structure-property relationships of the polymer were characterized by UV-Vis absorption, fluorescence emission, cyclic voltammetry, and density functional theory studies. The molecular nonlinear properties were theoretically evaluated through the calculation of polarizabilities and hyperpolarizabilities using time-dependent Hartree-Fock method. The polymer showed enhanced effective two-photon absorption with an absorption coefficient (eff) of 2.031 × 10 −10 m/W obtained from open aperture Z-scan analysis which is in good agreement with theoretical study.

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Section: Molecular Nlo Propertiessupporting

confidence: 87%

Synthesis, physicochemical properties and computational study of donor–acceptor polymer for optical limiting application

Vishnumurthy¹,

Girish²,

Adhikari

2020

SN Appl. Sci.

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“…Among them, B3LYP-D3 was selected as the function, 6-311G (d) as the basis set, IEF-PCM as the solvent model, and water as the solvent parameter. 33 In addition, to further study the reactivity of the collector, we used the multiwfn to calculate the Fukui function and the Electrostatic potential (ESP). 34 The condensed Fukui function (f k + and f k À ) and the condensed dual descriptor (CDD) were calculated by functions ( 7)-( 9).…”

Section: Dft Calculationsmentioning

confidence: 99%

Amide group enhanced self‐assembly and adsorption of thioether‐containing hydroxamic acid on cassiterite surface

et al. 2023

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Modified surfactants can regulate their adsorption at the target surface and are essential for various separation applications such as froth flotation. Thioether‐containing hydroxamic acid (BTHA) is an excellent oxidized‐ore collector with poor dispersibility. Herein, acylamino, which possesses the ability to improve the surfactants' self‐assembly and dispersion, was introduced to synthesize N‐[6‐(hydroxyamino)‐6‐oxohexyl] benzylthioacetamide (BTAHA); thus, applying it to cassiterite flotation. Surface tension, adsorption capacity, in situ AFM, and surface energy results reveal BTAHA displays strong bubble stability and readily adsorbs onto the mineral's surface, promoting hydrophobic flotation. BTAHA is an effective cassiterite collector and has good separation effects on cassiterite against calcite. It can form Van der Waals forces and five‐membered hydroxamate‐(O,O)‐Sn rings with Sn atoms on cassiterite surfaces via thioether and hydroxamate groups. Meanwhile, the presence of intermolecular hydrogen bond between the amide groups facilitates the self‐assembly of the collectors on the cassiterite surface, and has broad industrial application prospects in various separation processes.

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“…Dye 1 c showed a higher β value (in DMSO solvent) which is substantial to previously reported azo dyes. [69] The dye 1 d contains a strong NO 2 (electron-withdrawing) group with N,N-dialkyl group as a donor. Dye 1 d showed a positive β value (i. e. 14.5 in acetone and 3.0 in ethanol), but it was negative in DMSO solvent, it's negative β (i. e., À 1.744).…”

Section: Experiments On Z-scan Studiesmentioning

confidence: 99%

“…[59,60] Similarly, anthraquinone-based azo dyes also show improved NLO properties. [61] Standard approaches for example, "Electric Field Induced Second Harmonic Generation (EFISHG), Hyper-Rayleigh scattering (HRS), [62,63] solvatochromic [56,[64][65][66] and Z-scan method, [52,61,67,68,69] can be used to determine NLO characteristics of molecules. [70,71] The simplicity and sensitivity of the Z-scan method make it more versatile for measuring " third-order nonlinear optical susceptibility(χ 3 ), nonlinear refractive index (� 2 ), optical limiting (OL) values, nonlinear absorption coefficients(β)".…”

Section: Introductionmentioning

confidence: 99%

NLOphoric Azo Dyes Studied Using Z‐Scan

Ramugade

Ghanavatkar

Mathew³

et al. 2022

ChemistrySelect

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Disperse Red 343((E)‐N‐(2‐((2,6‐dicyano‐4‐methylphenyl) diazenyl) ‐ 5 ‐ (diethylamino) phenyl)methanesulfonamide,1 a), Disperse Red177((E) ‐ methyl3‐((2‐cyanoethyl)(4‐((6‐nitrobenzo [d]thiazol‐2‐yl)diazenyl) phenyl) amino) propanoate,1 b), Disperse Blue 165((E) ‐ N ‐ (2 ‐ ((2,6 ‐ dicyano ‐ 4 ‐nitrophenyl)diazenyl)‐5‐ (diethylamino) phenyl) acetamide, 1 c), Disperse Blue 165.1((E) ‐ N ‐ (5 ‐ (benzyl (ethyl) amino) ‐ 2 ‐ ((2‐cyano ‐ 4,6‐dinitrophenyl) diazenyl) phenyl) acetamide, 1 d), Disperse Blue 366 ((E) ‐ 2 ‐ ((4‐ (diethylamino) ‐ 2 ‐ methylphenyl) diazenyl) ‐ 5 nitroisophthalonitrile, 1 e), and Disperse Blue 148((E) ‐ methyl 3‐(ethyl (4 ‐ ((5 ‐ nitrobenzo [c]I sothiazol‐3‐yl) diazenyl) phenyl) amino) propanoate, 1 f) were examined in solvents for their non‐linear optical properties using Z‐scan technique. Because of their CT characteristics, they have shown positive solvatochromism. As observed in nonpolar solvents, the ground states are more stable than their excited states. Changes in solvating the low‐lying ground state and the state above generate the bathochromic shift in vertical excitation. The dye 1 b produces the maximum x3(7.95×10-134pte.s.u.) due to strong NO2 donor‐ п‐ acceptors systems in DMSO. We found a positive nonlinear refractive index (η2) in both series using the closed aperture (valley‐peak) compared to the other five disperse dyes. Dye 1 c (with two cyano groups) has a ′larger nonlinear susceptibility (χ3)′ in DMSO than in the other two solvents (acetone, ethanol). Dye 1 a–1 f showed LDT (9.109, 6.553,4.641,6.44) W/m2 respectively. The “nonlinear absorptive coefficient (β), nonlinear refractive index (η2), third‐order nonlinear optical susceptibility χ(3) and optical limiting (OL)” of acetone, ethanol, and DMSO are determined using the Z‐scan technique, and the results are significantly better than earlier known dyes.

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Benzothiazole pyrazole containing emissive azo dyes decorated with ESIPT core: Linear and non linear optical properties, Z scan, optical limiting, laser damage threshold with comparative DFT studies

Cited by 52 publications

References 50 publications

Synthesis, physicochemical properties and computational study of donor–acceptor polymer for optical limiting application

Synthesis, physicochemical properties and computational study of donor–acceptor polymer for optical limiting application

Amide group enhanced self‐assembly and adsorption of thioether‐containing hydroxamic acid on cassiterite surface

NLOphoric Azo Dyes Studied Using Z‐Scan

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