Synthesis and overall nonlinear optical characterization of poly(hexa-2,4-diynylen-1,6-dioxydibenzoate) containing 2,2′-(4-((4-nitrophenyl)ethynyl)phenylazanediyl)diethanol

Castañón-Alonso, Sandra L.; Morales–Saavedra, Omar G.; Baez-Pimiento, Sandro; Ortega-Martı́nez, R.; Rodrı́guez-Rosales, Antonio A.; Hernández-Rojas, M. E.

doi:10.1016/j.matchemphys.2012.01.079

Cited by 12 publications

(14 citation statements)

References 26 publications

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“…The aromatic diacetylenes are designed to be more soluble and mechanically flexible and less thermally reactive [28]. In fact, according to several authors [29], polymers comprising diacetylene groups in their main molecular chain and obtained via the Hay synthetic route, afford polymers with relatively low molecular weights, this being in agreement to what we have obtained previously; this is because this effect can be explained through cyclization reactions between terminal alkyne portions. Indeed, such behavior may be due to the sterically-hindered chromophore groups, which keep the polymer from growing.…”

Section: Synthesis Of Polymer and Total Materials Characterizationsupporting

confidence: 84%

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Quadratic Non-Linear Optical Properties of the poly(2,5-bis(but-2-ynyloxy) Benzoate Containing the 2-(ethyl(4-((4-nitrophenyl)buta-1,3-diynyl)phenyl)amino)ethanol) Chromophore

et al. 2020

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Excellent quadratic non-linear optical (ONL-2) properties of the poly(2,5-bis(but-2-ynyloxy) benzoate, containing a polar diacetylene as a chromophore, were found. According with the Maker fringes method, oriented polymer films showing an order parameter of ∼0.23 can display outstanding and stable Second Harmonic Generation (SHG) effects under off-resonant conditions (SHG-532 nm). Also, the macroscopic non-linear optical (NLO)-coefficients were evaluated under the rod-like molecular approximation, obtaining: χzzz(2) and χzxx(2) in the order of 280 ± 10 and 100 ± 10 pm V−1, respectively. The mechanical and chemical properties, in addition to the large ONL-2 coefficients exhibited by this polymer, make it a promising organic material in the development of optoelectronic/photonic devices.

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Section: Synthesis Of Polymer and Total Materials Characterizationsupporting

confidence: 84%

“…The NLO/SHG-properties (χ (2) -response) of the polymeric film samples were investigated, implementing the following physical model which has been described previously [29]:…”

Section: Quadratic Shg/nlo-photophysical Characterizationsmentioning

confidence: 99%

Quadratic Non-Linear Optical Properties of the poly(2,5-bis(but-2-ynyloxy) Benzoate Containing the 2-(ethyl(4-((4-nitrophenyl)buta-1,3-diynyl)phenyl)amino)ethanol) Chromophore

et al. 2020

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“…Using the above mentioned relations, solid state parameters were tabulated (Table 4). This clears the supporting factor for NLO efficiency of the crystal [27].…”

Section: Determination Of Plasma Energy Penn Gap Energy Fermi Energy and Polarizabiltysupporting

confidence: 59%

“…The electronic polarizability (α) is notable for finding efficiency of nonlinear effects of materials. The electro-optic polarizability of the material is purely based on the solid state parameters, which act as an efficient approving method for finding NLO properties [27]. The dielectric permittivity of the material depends on the valence (free) electrons shown in the material.…”

Section: Determination Of Plasma Energy Penn Gap Energy Fermi Energy and Polarizabiltymentioning

confidence: 99%

A Brief Study on Optical and Mechanical Properties of an Organic Material: Urea Glutaric Acid (2/1)—A Third Order Nonlinear Optical Single Crystal

et al. 2021

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Urea glutaric acid (UGA), an organic crystal, was synthesized and grown using a low temperature solution technique. Single crystal XRD revealed a monoclinic structure with a C2/C space group. The various cell data were identified. The optical parameters were calculated from UV-visible spectrum. The transmittance spectra showed the cutoff wavelength as 240 nm (low) and the energy gap determined from the spectra was compared with the theoretical energy gap. The transition number revealed the electron transition, which corresponded to direct allowed transition. The diverse optical parameters like reflectance, extinction coefficient, refractive index and optical susceptibility were determined. The least value of Urbach energy caused less defects and a good crystalline nature. The steepness value and electron phonon interaction were calculated. The positions of lower and higher band energy levels were identified. Electronic polarizability was found using the Clausius–Mossoti relation and tabulated. The mechanical fitness was measured from Vickers hardness analysis. The nonlinear optical property was measured from Z-scan analysis. Thus, the optical results support the material suitability and fitness for optical and electronic domain applications.

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“…Our synthesis strategy to access 2,2′- (15) began with the iodination of 2,2′-(phenylazanediyl)di(ethan-1-ol) (5), which was treated with a mixture of KI, MeOH, and water, after which it was treated with Na2SO3 to give the iodophenyl-aminoethanol 6 with a yield of 81%. Then, a Sonogashira reaction between 6 and the alkyne 7 was performed to provide 8 in 87% yield [38]. An esterification was carried out between 8 and the propionic acid (11) using a propylphosphonic anhydride solution (T3P ® ) [39][40][41]; the ester 10 was obtained in 79% yield.…”

Section: Chemical Synthesismentioning

confidence: 99%

Search for Non-Protein Protease Inhibitors Constituted with an Indole and Acetylene Core

et al. 2021

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A possible inhibitor of proteases, which contains an indole core and an aromatic polar acetylene, was designed and synthesized. This indole derivative has a molecular architecture kindred to biologically relevant species and was obtained through five synthetic steps with an overall yield of 37% from the 2,2′-(phenylazanediyl)di(ethan-1-ol). The indole derivative was evaluated through docking assays using the main protease (SARS-CoV-2-Mpro) as a molecular target, which plays a key role in the replication process of this virus. Additionally, the indole derivative was evaluated as an inhibitor of the enzyme kallikrein 5 (KLK5), which is a serine protease that can be considered as an anticancer drug target.

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Synthesis and overall nonlinear optical characterization of poly(hexa-2,4-diynylen-1,6-dioxydibenzoate) containing 2,2′-(4-((4-nitrophenyl)ethynyl)phenylazanediyl)diethanol

Cited by 12 publications

References 26 publications

Quadratic Non-Linear Optical Properties of the poly(2,5-bis(but-2-ynyloxy) Benzoate Containing the 2-(ethyl(4-((4-nitrophenyl)buta-1,3-diynyl)phenyl)amino)ethanol) Chromophore

Quadratic Non-Linear Optical Properties of the poly(2,5-bis(but-2-ynyloxy) Benzoate Containing the 2-(ethyl(4-((4-nitrophenyl)buta-1,3-diynyl)phenyl)amino)ethanol) Chromophore

A Brief Study on Optical and Mechanical Properties of an Organic Material: Urea Glutaric Acid (2/1)—A Third Order Nonlinear Optical Single Crystal

Search for Non-Protein Protease Inhibitors Constituted with an Indole and Acetylene Core

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