Luminescence determination of pharmaceuticals of the tetrahydrocarbazole, carbazole, and 1,4-benzodiazepine class

Silva, J. Arthur F. De; Strojny, Norman; Stika, Katherine.

doi:10.1021/ac60365a064

Cited by 24 publications

(3 citation statements)

References 42 publications

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“…(b) MUE is the mean unsigned error between the calculated phosphorescence energy and the experimental value. The experimental values are shown in references [ 56 , 57 , 58 , 59 , 60 , 61 , 62 , 63 ].…”

Section: Resultsmentioning

confidence: 99%

“…A series of 12 typical experimentally synthesized anthraquinone compounds and AQs, including 1-hydroxyanthraquinone (HA); aminoanthraquinone (AAT); benzophenone (BP); 5H-thieno[3,2–b] thioxanthen-5-one (TX-BT); 13H-benzo[4,5] thieno[3,2–b]thioxanthen-13-one (TX-DBT); dibenzo[b,d]thiophen-2-yl (phenyl)methanone (BDBT); ben-zo [b,d]thiophen-2-yl (4-fluorophenyl) methanone (FBDBT); (4-chlorophenyl) (dibenzo[b,d]thiophen-2-yl)methanone (ClBDBT); (4-bromophenyl) (dibenzo[b,d] thiophen-2-yl)methanone (ClBDBT); (4-bromophenyl) (dibenzo[b,d]thiophen-2-yl) methanone (BrBDBT); xanth-9-one (XA); 10H-acridin-9-one (AR); and thioxanthone (AD) [ 56 , 57 , 58 , 59 , 60 , 61 , 62 , 63 ]—as is shown in Scheme 1 —were used to calculate the phosphorescence energies. Here, the HA, XA, AR, and AD molecules were constrained to a C s symmetry and the other molecules were in a C 1 symmetry.…”

Section: Computational Detailsmentioning

confidence: 99%

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Benchmark Study on Phosphorescence Energies of Anthraquinone Compounds: Comparison between TDDFT and UDFT

Guo

Zhang

2023

Molecules

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Phosphorescent material is widely used in light-emitting devices and in the monitoring of cell phenomena. Anthraquinone compounds (AQs), as important phosphorescent materials, have potential applications as emitters for highly efficient organic light-emitting diodes (OLEDs). Therefore, the accurate calculation of the phosphorescence energy of anthraquinone compounds is particularly important. This study mainly analyzes the phosphorescence energy calculation method of anthraquinone compounds. The time-dependent density functional theory (TDDFT) and the unrestricted density functional theory (UDFT) with seven functionals are selected to calculate the phosphorescence of AQs, taking the high-precision coupled-cluster singles and doubles (CC2) method as a reference. The results showed that the mean unsigned error (MUE) of UDFT was 0.14 eV, which was much smaller than that of TDDFT at 0.29 eV. Therefore, UDFT was more suitable for calculating the phosphorescence energy of AQs. The results obtained by different functionals indicate that the minimum MUE obtained by M06-2X was 0.14 eV. More importantly, the diffuse function in the basis set played an important role in calculating the phosphorescence energy in the M06-HF functional. In the BDBT, FBDBT, and BrBDBT, when M06-HF selected the basis set containing a diffuse function, the differences with CC2 was 0.02 eV, which is much smaller than the one obtained without a diffuse function at 0.80 eV. These findings might be of great significance for the future study of the phosphorescence energy of organic molecules.

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Section: Resultsmentioning

confidence: 99%

Section: Computational Detailsmentioning

confidence: 99%

Benchmark Study on Phosphorescence Energies of Anthraquinone Compounds: Comparison between TDDFT and UDFT

Guo

Zhang

2023

Molecules

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show abstract

“…Gifford et al (57) reported detection limits and phosphorescence lifetimes at 77 K for commonly used phenothiazines. In the pharmaceutical area, de Silva et al (58) listed the low-temperature phosphorescence properties of several tetrahydrocarbazole, carbazole, and 1,4-benzodiazepine classes.…”

Section: Digital Diagnosticsmentioning

confidence: 99%

Phosphorimetry

Hurtubise¹

1983

Anal. Chem.

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Spectrofluorometric Determination of Substituted Tetrahydrocarbazoles by a Methylene Blue Sensitized Photolytic Reaction

Arthur

Silva²,

Strojny

et al. 1977

Journal of Pharmaceutical Sciences

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Luminescence determination of pharmaceuticals of the tetrahydrocarbazole, carbazole, and 1,4-benzodiazepine class

Cited by 24 publications

References 42 publications

Benchmark Study on Phosphorescence Energies of Anthraquinone Compounds: Comparison between TDDFT and UDFT

Benchmark Study on Phosphorescence Energies of Anthraquinone Compounds: Comparison between TDDFT and UDFT

Phosphorimetry

Spectrofluorometric Determination of Substituted Tetrahydrocarbazoles by a Methylene Blue Sensitized Photolytic Reaction

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