Computational study of the one- and two-photon absorption properties of macrocyclic thiophene derivatives

Huang, Shuang; Ren, Ai‐Min; Zou, Lu‐Yi; Zhao, Yanyun; Guo, Jian-You; Feng, Jing

doi:10.1016/j.dyepig.2011.02.005

Cited by 7 publications

(5 citation statements)

References 40 publications

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“…Thus, the double excitation configuration was added in the ZINDO calculation, which was compiled and proposed by our group and named as FTRNLO. 68,69 In this paper, the CI-active spaces were restricted to 20 highest occupied and 20 lowest unoccupied π orbitals in single CI and 4 highest occupied and 4 lowest unoccupied π orbitals in double CI. There are in all 573 configuration states in the CI calculation.…”

Section: Theoretical Methodologymentioning

confidence: 99%

“…It is well-known that the original ZINDO algorithm (obtained by Zerner) has only adopted single CI, while a double excitation configuration also needs to be considered for the correct determination of the third-order polarizability and TPA spectrometry. Thus, the double excitation configuration was added in the ZINDO calculation, which was compiled and proposed by our group and named as FTRNLO . , In this paper, the CI-active spaces were restricted to 20 highest occupied and 20 lowest unoccupied π orbitals in single CI and 4 highest occupied and 4 lowest unoccupied π orbitals in double CI. There are in all 573 configuration states in the CI calculation.…”

Section: Theoretical Methodologymentioning

confidence: 99%

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Computational Design of Two-Photon Fluorescent Probes for a Zinc Ion Based on a Salen Ligand

et al. 2013

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A two-photon fluorescent probe has become a critical tool in biology and medicine owing to its capability of imaging intact tissue for a long period of time, such as in two-photon fluorescence microscopy (TPM). In this context, a series of Salen-based zinc-ion bioimaging reagents that were designed based on an intramolecular charge-transfer mechanism were studied through the quantum-chemical method. The increase of one-photon absorption and fluorescence emission wavelength and the reduction of the oscillator strength upon coordination with a zinc ion reveal that they are fluorescent bioimaging reagents used for ratiometric detection. When the Salen ligand is incorporated with Zn(2+), the value of the two-photon absorption (TPA) cross-section (δmax) will decrease, and most of the ligands and complexes exhibit a TPA peak in the near-infrared spectral region. That is, a substituent at the end of the ligand can influence the luminescence property, besides increasing solubility. In addition, the effect of an end-substituted position on the TPA property was considered, such as ortho and meta substitution. The detailed investigations will provide a theoretical basis to synthesize zinc-ion-responsive two-photon fluorescent bioimaging reagents as powerful tools for TPM and biological detection in vivo.

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Section: Theoretical Methodologymentioning

confidence: 99%

Section: Theoretical Methodologymentioning

confidence: 99%

Computational Design of Two-Photon Fluorescent Probes for a Zinc Ion Based on a Salen Ligand

et al. 2013

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“…27 It has been demonstrated that MPWB95 functional is more suitable than B3LYP for describing the electron spectra of the series of macrocyclic thiophenes in our previous paper. 11,12 And then OPA spectra were obtained by single and double electron excitation configuration interaction employing the ZINDO method. 28 Furthermore, the calculated transition dipole moments, the corresponding transition energies, and the difference of dipole moment between S 0 and S n would be used to predict the TPA properties.…”

Section: Theoretical Methodologymentioning

confidence: 99%

“…Herein, the same parameters were adopted as mentioned in our previous work on calculating OPA properties of macrocyclic thiophene compounds through ZINDO program. 11,12 Otherwise, we also calculated their OPA properties by using the TD MPWB95/6-31G* method for the purpose of comparison. And the calculated OPA maximum wavelengths (l (1) max ), corresponding oscillator strengths (f 0k ) and transition natures are shown in Table 2.…”

Section: One-photon Absorption Propertiesmentioning

confidence: 99%

“…It is pointed out that this series of macrocycles have higher fluorescence quantum yield and fluorescence lifetime, and larger TPA crosssection values. In addition, OPA and TPA properties, and static second-order nonlinear optical susceptibilities of a series of macrocyclic acetylene thiophenes C[3T_DA] n (n = 2-5) have already been theoretically studied in our previous study 11,12 on the basis of the correlative reports in experiment. [13][14][15] Moreover, these porous-like materials may become multi-functional materials used for laser irradiation defense and toxic gas filtration.…”

Section: Introductionmentioning

confidence: 99%

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A theoretical study of the ring size effect on one- and two-photon absorption properties of macrocyclic thiophene derivatives

et al. 2012

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The equilibrium geometries, electronic structures, one-and two-photon absorption (OPA and TPA) properties of macrocyclic thiophene derivatives [C[6T_A_E] n -Me (n = 1-3)] with different ring sizes have been investigated by quantum chemistry calculation. The results indicate that as the unit number increases, the p-conjugated effect enhances, OPA maximum wavelength (l (1) max ) shows a significant red-shift with increasing oscillator strength (f 0k ), and the TPA cross-section value (d max ) also increases, the d max value of C[6T_A_E] 3 -Me is twentyfold larger than that of the repeat unit C[6T_A_E]-Me. We have analyzed the internal factors influencing d max such as transition dipole moments (M 0k and M kn ), the product of oscillator strengths (f 0k Â f kn ), and the number of p electrons (Ne) in detail. In addition, it is demonstrated that intramolecular charge transfer (ICT) is one of the intrinsic factors, but not a dominant one for the increase in TPA cross-section with regard to this system.

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Electrochemical synthesis of poly-3-amino-5-mercapto-1,2,4-triazole on copper and its protective effect in 3.5 % NaCl medium

Rajkumar

Sethuraman

2014

Res Chem Intermed

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Computational study of the one- and two-photon absorption properties of macrocyclic thiophene derivatives

Cited by 7 publications

References 40 publications

Computational Design of Two-Photon Fluorescent Probes for a Zinc Ion Based on a Salen Ligand

Computational Design of Two-Photon Fluorescent Probes for a Zinc Ion Based on a Salen Ligand

A theoretical study of the ring size effect on one- and two-photon absorption properties of macrocyclic thiophene derivatives

Electrochemical synthesis of poly-3-amino-5-mercapto-1,2,4-triazole on copper and its protective effect in 3.5 % NaCl medium

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