D-π-A chromophores with a quinoxaline core in the π-bridge and bulky aryl groups in the acceptor: Synthesis, properties, and femtosecond nonlinear optical activity of the chromophore/PMMA guest-host materials

Калинин, А. А.; Islamova, Liliya N.; Шмелев, А. Г.; Fazleeva, G. M.; Fominykh, Olga D.; Dudkina, Yulia B.; Vakhonina, Tatyana A.; Levitskaya, Alina I.; Sharipova, Anastasiya V.; Mukhtarov, A. Sh.; Khamatgalimov, Ayrat R.; Nizameev, Irek R.; Budnikova, Yulia H.; Balakina, Marina Yu.

doi:10.1016/j.dyepig.2020.108801

Cited by 30 publications

(21 citation statements)

References 80 publications

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“…Hitherto, many researchers have demonstrated and found that doping a nonpolar polymer with polar dopants is a highly general strategy and has the potential to lead the materials with considerably higher piezoelectric responses, thermal stability, high-performance NLO materials, and also impact on electrical properties [4,10,[16][17][18][19][20][21][22][23][24][25]. One of the most important classes of polymer for such application is polyurethane.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of cross-linked polyurethane elastomers with the inclusion of polar-aromatic moieties (BA, PNBA and 3, 5-DNBA): Electrical and thermo-mechanical properties analysis

2021

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In this work, we used the design strategy “doped nonpolar polymers” and synthesized the polyurethane elastomers (PUEs) by doping with highly polar aromatic molecules such as benzoic acid (BA), 4(para)-nitro-benzoic acid (PNBA), and 3, 5-di-nitro-benzoic acid (3, 5-DNBA) by using the solution casting method. The effect of each molecule in three different weight percentages 2%, 4%, and 6% on electrical and thermo-mechanical properties of the material has studied. Experiments were carried out to determine electrical properties such as DC volume resistivity, dielectric constant, and loss factor. DMA and DSC measurements were done to assess thermo-mechanical properties. Also, thermal conductivity measurement was carried out and a strong nitro group and doping percentage dependent results have been observed. A comparative analysis of the effect on the said properties was done among the doped and undoped PUEs.

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Section: Introductionmentioning

confidence: 99%

Synthesis of cross-linked polyurethane elastomers with the inclusion of polar-aromatic moieties (BA, PNBA and 3, 5-DNBA): Electrical and thermo-mechanical properties analysis

2021

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“…The divinyl quinoxalinone bridge, in IIaz , IIav , IIaw , turns out to be the most effective among those discussed from the point of view of achieving the smallest energy gap; this bridge is more effective than quinoxaline one in Iaz , Iav , Iaw , (see pairs differing only by these bridges: Iav/IIav , Iaz/IIaz , Iaw/IIaw ) (Table S3). The smallest, ΔE el , 0.95 eV is obtained for IIaz [43] and IIaw [45] providing enhanced values of first hyperpolarizability, [43] thus demonstrating the specific properties of divinyl quinoxalinone bridge. The chromophore with quinoxaline bridge, Iaz , has the value of E HOMO comparable with that for IIaz but less stabilized E LUMO and larger ΔE el −1.04 eV.…”

Section: Resultsmentioning

confidence: 91%

“…Among various kinds of D‐π‐A chromophores, recent studies have focused on the modification of the π‐conjugated linkers, [42–55] which can modulate E HOMO and E LUMO , facilitate light harvesting, and hence play a vital role in the intramolecular electron density redistribution process. Various five‐ and six‐membered heterocycles, as well as polyenes were utilized as suitable π‐conjugated chromophore backbones.…”

Section: Resultsmentioning

confidence: 99%

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Composing NLO Chromophore as a Puzzle: Electrochemistry‐based Approach to Design and Effectiveness

et al. 2021

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A series of D‐π‐A, D‐π‐D′‐π‐A, D‐π‐A′‐π‐A nonlinear optical chromophores with vinylene π‐electron bridges or bridges with π‐deficient/π‐excessive heterocyclic moieties along with the corresponding precursors D‐vinylene, D‐π‐D′, D′‐π‐A, D‐π‐A′ and A′‐π‐A are synthesized and studied both experimentally and computationally. The effect of the heterocycle in the π‐electron bridge on the oxidation/reduction potentials and the energy gap (ΔEel) is investigated in detail. The properties of the D‐π‐A′(D′)‐π‐A chromophores are shown to correlate with those of building blocks: the oxidation potential is determined by the D‐vinylene, and the reduction potential is determined by A′(D′)‐π‐A truncated compounds. The contribution of the acceptor to the oxidation potential of chromophores in comparison with those of the precursors was estimated and analyzed in terms of electronic communication between the end groups. A good correlation between the ΔEel and the chromophores’ first hyperpolarizability is revealed.

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“…Azo-dye-containing materials have been studied extensively in past decades for applications in holography and optical data storage [28,29], nonlinear optics (NLO), electro-optic modulation (EO), second-harmonic generation (SHG) [30][31][32][33], photomechanical actuation and matter motion, and so on [34][35][36][37][38][39][40]. Azo dyes also have potential applications in dye chemistry and bio-photonics [41,42], driving a natural interest in their optical characterization, namely the determination of the real and imaginary parts of n c as a function of the wavelength of light.…”

Section: Introductionmentioning

confidence: 99%

Optical Characterization of Ultra-Thin Films of Azo-Dye-Doped Polymers Using Ellipsometry and Surface Plasmon Resonance Spectroscopy

et al. 2021

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The determination of optical constants (i.e., real and imaginary parts of the complex refractive index (nc) and thickness (d)) of ultrathin films is often required in photonics. It may be done by using, for example, surface plasmon resonance (SPR) spectroscopy combined with either profilometry or atomic force microscopy (AFM). SPR yields the optical thickness (i.e., the product of nc and d) of the film, while profilometry and AFM yield its thickness, thereby allowing for the separate determination of nc and d. In this paper, we use SPR and profilometry to determine the complex refractive index of very thin (i.e., 58 nm) films of dye-doped polymers at different dye/polymer concentrations (a feature which constitutes the originality of this work), and we compare the SPR results with those obtained by using spectroscopic ellipsometry measurements performed on the same samples. To determine the optical properties of our film samples by ellipsometry, we used, for the theoretical fits to experimental data, Bruggeman’s effective medium model for the dye/polymer, assumed as a composite material, and the Lorentz model for dye absorption. We found an excellent agreement between the results obtained by SPR and ellipsometry, confirming that SPR is appropriate for measuring the optical properties of very thin coatings at a single light frequency, given that it is simpler in operation and data analysis than spectroscopic ellipsometry.

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D-π-A chromophores with a quinoxaline core in the π-bridge and bulky aryl groups in the acceptor: Synthesis, properties, and femtosecond nonlinear optical activity of the chromophore/PMMA guest-host materials

Cited by 30 publications

References 80 publications

Synthesis of cross-linked polyurethane elastomers with the inclusion of polar-aromatic moieties (BA, PNBA and 3, 5-DNBA): Electrical and thermo-mechanical properties analysis

Synthesis of cross-linked polyurethane elastomers with the inclusion of polar-aromatic moieties (BA, PNBA and 3, 5-DNBA): Electrical and thermo-mechanical properties analysis

Composing NLO Chromophore as a Puzzle: Electrochemistry‐based Approach to Design and Effectiveness

Optical Characterization of Ultra-Thin Films of Azo-Dye-Doped Polymers Using Ellipsometry and Surface Plasmon Resonance Spectroscopy

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