N-Methylbenzoaza-18-crown-6-ether derivatives as efficient alkali metal cations sensors: the dipole moment and first hyperpolarizability

Gao, Ying; Sun, Shuhui; Xu, Hong‐Liang; Zhao, Liang; Su, Zhong‐Min

doi:10.1039/c4ra02238f

Cited by 14 publications

(7 citation statements)

References 39 publications

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“…Therefore, we have calculated the nonlinear optical properties of compounds 1, 2 and 3 by using three methods (BHandHLYP, CAM-B3LYP and M06-2X). 31 The data obtained by three methods are very similar, indicating that the calculated results are reliable. On the other hand, it has been proposed by Champagne and Nakano, for a medium-size system, the BHandHLYP method can reproduce the (hyper)polarizability values from more sophisticated coupled cluster.…”

Section: Computational Detailssupporting

confidence: 61%

“…29 On the other hand, numerous valuable papers have demonstrated that the alkali doping can signicantly enhance the NLO response of studied systems. [30][31][32][33][34][35][36][37] Inspired by our previous papers and the advantages of crown compounds (the structural exibility and the interaction with alkali metal cations), we intend to investigate the effect of the ring sizes and the nature of alkali metal cations on the NLO properties. Firstly, based on the synthesized compound 2, the compounds 1 and 3 are designed.…”

Section: Introductionmentioning

confidence: 99%

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The effect of ring sizes and alkali metal cations on interaction energy, charge transfer and nonlinear optical properties of crown ether derivatives

Gao

Zhong

et al. 2015

RSC Adv.

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In 2003, a novel compound 2 containing the benzo-15-crown-5 moiety was synthesized and described. In the present work, we have designed two compounds 1 (benzo-12-crown-4) and 3 (benzo-18-crown-6) on the basis of compound 2. Further, nine configurations N*M (N ¼ 1, 2 and 3; M ¼ Li + , Na + and K + ) are designed by the compounds 1, 2 and 3 complexing alkali metal cations. Density functional calculation is performed to investigate the effect of ring size and the nature of the alkali metal cations on the interaction energy, charge transfer and nonlinear optical properties. The results indicate that the interaction energy of N*M depends on both the ring size and the nature of the alkali metal cations.Moreover, the amount of net charge transfer is related to the diameters of the alkali metal cations. In addition, the calculated nonlinear optical properties reveal that compound 2 has the largest first hyperpolarizability among the three compounds 1, 2 and 3. However, the alkali metal cations give rise to different effects on the nonlinear optical properties. Significantly, the order of the first hyperpolarizability can be explained by the transition energy and the dipole moment variation within the two-state approximation.

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Section: Computational Detailssupporting

confidence: 61%

Section: Introductionmentioning

confidence: 99%

The effect of ring sizes and alkali metal cations on interaction energy, charge transfer and nonlinear optical properties of crown ether derivatives

Gao

Zhong

et al. 2015

RSC Adv.

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“…Thus, the latter method can be chosen especially for larger systems as the CCSD(T) method is computationally very costly and quite difficult to perform. The BHHLYP 68,69 and wB97XD 70 functionals are also used widely in evaluating the first hyperpolarizability for alkali and alkaline earth metal doped organometallic systems. Thus, for the investigated molecular complexes, the chosen DFT functionals BHHLYP, CAM-B3LYP and wB97XD can provide satisfactory results of first hyperpolarizability.…”

Section: Methodsmentioning

confidence: 99%

Electronic structure and large second-order non-linear optical property of COT derivatives – a theoretical exploration

Roy

Nandi

2018

Phys. Chem. Chem. Phys.

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A new strategy to design new molecules based on a fused hydrocarbon ring system comprising a COT ring and two 5-membered rings has been proposed for the study of second order NLO properties. The four charge transferring groups -NR2 (R = H, Li, Na and K) in conjunction with a sufficient number of electron withdrawing groups lead to significant variation of structural parameters and polarity. The charge transfer characteristics can be strongly modulated by introducing calcium metal atoms at suitable sites. Ca metal atoms end-capping the nitrogen ends of two adjacent -CN groups lead to electride character while a Ca metal atom bonded directly to the COT ring leads to greater charge transfer. The size of the alkali metal atom has been found to have a dramatic effect on the enhancement of first hyperpolarizability. The most significant electronic asymmetry induced by the larger potassium metal atom strongly enhances the magnitude of first hyperpolarizability. The variation of first hyperpolarizability has been satisfactorily explained in terms of TD-CAMB3LYP calculated spectroscopic parameters in light of the two-state model.

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“…Their cation selectivity is dependent on the size and charge density of the ion and the crown ether cavity and is mainly achieved by ion-dipole interactions [21]. Among them, 15-crown-5 and 18-crown-6 are good hosts for sodium and potassium ions, respectively, and have been investigated for the development of selective fluorescent, potentiometric and electrochemical sensors for the detection of these biologically important electrolytes in solution [22][23][24][25][26].…”

Section: Introductionmentioning

confidence: 99%

Electrochemical and Fluorescent Properties of Crown Ether Functionalized Graphene Quantum Dots for Potassium and Sodium Ions Detection

et al. 2021

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The concentration of sodium and potassium ions in biological fluids, such as blood, urine and sweat, is indicative of several basic body function conditions. Therefore, the development of simple methods able to detect these alkaline ions is of outmost importance. In this study, we explored the electrochemical and optical properties of graphene quantum dots (GQDs) combined with the selective chelating ability of the crown ethers 15-crown-5 and 18-crown-6, with the final aim to propose novel composites for the effective detection of these ions. The results obtained comparing the performances of the single GQDs and crown ethers with those of the GQDs-15-crown-5 and GQDs-18-crown-6 composites, have demonstrated the superior properties of these latter. Electrochemical investigation showed that the GQDs based composites can be exploited for the potentiometric detection of Na+ and K+ ions, but selectivity still remains a concern. The nanocomposites showed the characteristic fluorescence emissions of GQDs and crown ethers. The GQDs-18-crown-6 composite exhibited ratiometric fluorescence emission behavior with the variation of K+ concentration, demonstrating its promising properties for the development of a selective fluorescent method for potassium determination.

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N-Methylbenzoaza-18-crown-6-ether derivatives as efficient alkali metal cations sensors: the dipole moment and first hyperpolarizability

Abstract: 1-Li+, 1-Na+ and 1-K+ complexes formed by N-methylbenzoaza-18-crown-6-ether derivatives with one alkali metal cation were investigated. Their dipole moments and first hyperpolarizabilities take on opposite trends with increasing the atomic number.

Cited by 14 publications

References 39 publications

The effect of ring sizes and alkali metal cations on interaction energy, charge transfer and nonlinear optical properties of crown ether derivatives

The effect of ring sizes and alkali metal cations on interaction energy, charge transfer and nonlinear optical properties of crown ether derivatives

Electronic structure and large second-order non-linear optical property of COT derivatives – a theoretical exploration

Electrochemical and Fluorescent Properties of Crown Ether Functionalized Graphene Quantum Dots for Potassium and Sodium Ions Detection

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