scholarly journals Imidazole as a parent π-conjugated backbone in charge-transfer chromophores

2012 ◽  
Vol 8 ◽  
pp. 25-49 ◽  
Author(s):  
Jiří Kulhánek ◽  
Filip Bureš

Research activities in the field of imidazole-derived push–pull systems featuring intramolecular charge transfer (ICT) are reviewed. Design, synthetic pathways, linear and nonlinear optical properties, electrochemistry, structure–property relationships, and the prospective application of such D-π-A organic materials are described. This review focuses on Y-shaped imidazoles, bi- and diimidazoles, benzimidazoles, bis(benzimidazoles), imidazole-4,5-dicarbonitriles, and imidazole-derived chromophores chemically bound to a polymer chain.

2007 ◽  
Vol 72 (8) ◽  
pp. 1069-1093 ◽  
Author(s):  
Ivica Sigmundová ◽  
Pavol Zahradník ◽  
Dušan Loos

The synthesis of new benzothiazole push-pull systems as candidates for NLO-phores is described. Spectral (UV/VIS and solvatochromic) and theoretical studies (electronic properties based on semiempirical AM1 and PM3 methods) of the prepared compounds were carried out. The structure and physico-chemical parameters affecting the push-pull character and intramolecular charge transfer (ICT) of the studied compounds have been investigated and compounds with enhanced hyperpolarizability β have been predicted. The benzothiazolium salts were found to be much more effective NLO-phores in comparison with the corresponding neutral benzothiazoles. The 4-NPh2 group is the most effective donor. The extension of conjugated bridge improves the studied NLO characteristics. An additional acceptor group bonded to the heterocycle causes a red shift of λmax but does not increase hyperpolarizability.


Synlett ◽  
2019 ◽  
Vol 30 (09) ◽  
pp. 997-1002 ◽  
Author(s):  
Carlos Cruz ◽  
Silvia Castro-Fernández ◽  
Ermelinda Maçôas ◽  
Alba Millán ◽  
Araceli Campaña

The controlled preparation of well-defined distorted nanographenes by a bottom-up approach based on organic synthesis permits the direct establishment of unprecedented structure–property relationships in carbon nanostructures. The simultaneous incorporation of various defects in nanographenes affords highly curved structures with novel or enhanced photophysical properties. In this sense, we recently reported a fully helical and saddle-shaped nanographene ribbon containing the first undecabenzo[7]helicene unit. Both its linear and nonlinear optical properties are enhanced in comparison with those of other partially π-extended [7]helicenes. Moreover, the new superhelicene exhibits the highest emission dissymmetry factor (g lum) reported to date for a homochiral nanographene. The combination of both nonlinear and chiroptical properties in nanographenes opens up new possible future applications for those distorted nanostructures.1 Introduction2 Synthesis of Embedded Seven-Membered Rings3 Combination of Defects: Seven-Membered Rings and π-Extended Helicenes4 Conclusions and Outlook


2012 ◽  
Vol 117 (1) ◽  
pp. 626-632 ◽  
Author(s):  
María Moreno Oliva ◽  
Rafael Juárez ◽  
Mar Ramos ◽  
José L. Segura ◽  
Stijn van Cleuvenbergen ◽  
...  

Author(s):  
Mohd Mehkoom ◽  
Abid Ali ◽  
Mohammad Jane Alam ◽  
Farman Ali ◽  
S. M. Afzal ◽  
...  

In the sight of the present demand of scientific exploration in nonlinear optics (NLO), we synthesized a symmetric donor–[Formula: see text]–acceptor–[Formula: see text]–donor (D–[Formula: see text]–A–[Formula: see text]–D) type organic chromophore [2-[2,6-di((E)-styryl)]-4H-pyran-4-ylidene]malononitrile (M1) for linear and nonlinear optical studies. The structural character of the compound M1 was confirmed using 1H NMR, [Formula: see text]C NMR, and IR spectroscopy. The intramolecular charge transfer (ICT) in molecule M1 has been analyzed using absorption and fluorescence spectrometry in different nonpolar and polar solvents. The optical bandgap, optical conductivity, and linear refractive index of M1 were also calculated using UV–Vis absorption spectrum in CHCl3. The thermogravimetric analysis (TGA) was also carried out to check the thermal stability of the compound M1 and it was found to be thermally stable up to 200∘C. Furthermore, the third-order optical nonlinearity in M1 has been investigated elaborately using the [Formula: see text]-scan technique with a continuous wave (CW) diode laser at 520[Formula: see text]nm. The nonlinear absorption ([Formula: see text]), nonlinear refraction ([Formula: see text]), and nonlinear optical susceptibility ([Formula: see text]) were computed for various solution concentrations as well as several laser powers and the magnitude of all the parameters were found to vary linearly with concentration and power. The magnitude of two-photon absorption cross-section ([Formula: see text]) was also calculated and found to be of the order of 10[Formula: see text] GM. The optical limiting performance of the compound was also studied in different solution concentrations using the same laser. Furthermore, DFT and TD-DFT theoretical calculations were performed for the support of experimental results.


Materials ◽  
2021 ◽  
Vol 14 (8) ◽  
pp. 1909
Author(s):  
Songhua Chen ◽  
Rui Luo ◽  
Xinyue Li ◽  
Meiyun He ◽  
Shanshan Fu ◽  
...  

Intramolecular charge transfer (ICT) compounds have attracted wide attention for their potential applications in optoelectronic materials and devices such as fluorescent sensors, dye-sensitized solar cells, organic light emitting diodes and nonlinear optics. In this work, we have synthesized a new ICT compound, dimethyl-[4-(7-nitro-benzo[1,2,5]thiadiazol-4-yl)-phenyl]-amine (BTN), and have fabricated it into low dimensional micro/nano structures with well-defined morphologies. These self-assembled nanostructures exhibit high efficiency solid state fluorescence via an aggregation induced emission mechanism, which overcomes the defect of fluorescence quenching caused by aggregation in the solid state of traditional luminescent materials. We also explored and studied the nonlinear optical properties of this material through the Z-scan method, and found that this material exhibits large third-order nonlinear absorption and refraction coefficients, which promises applications of the materials in the fields of nonlinear optics and optoelectronics.


RSC Advances ◽  
2017 ◽  
Vol 7 (8) ◽  
pp. 4825-4829 ◽  
Author(s):  
C. Wang ◽  
C. Fan ◽  
C. Yuan ◽  
G. Yang ◽  
X. Li ◽  
...  

An oligo(phenylenevinylene) bridged intramolecular charge-transfer (ICT) compound, (TCNQ)2OPV3, has been synthesized and its third- and fifth-order nonlinear optical properties have been determined by measurement with the 4f system with a phase-object.


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