Charge carrier performance of phosphazene-based ionic liquids doped hole transport layer in organic light-emitting diodes

Mucur, Selin Pıravadılı; Canımkurbey, Betül; Kavak, Pelin; Akbaş, Hüseyin; Karadağ, Ahmet

doi:10.1007/s00339-020-04100-5

Cited by 10 publications

(7 citation statements)

References 49 publications

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“…The absolute configuration of stereogenic P-centres of an enantiomer was determined as SS 0 S 00 R 0 0 0 . Data provided from the microanalyses, FTIR, ESI-MS, and 1 H, 13 C, and 31 P NMR very clearly confirm the proposed structures of 3 and 4. The ESI-MS spectra of both compounds also display [M] + ion peaks.…”

Section: Synthesissupporting

confidence: 61%

“…The Fourier transform infrared (FTIR) spectra were evaluated on a Jasco FTIR-430 spectrometer in KBr discs, and the spectra were saved in cm À1 units. Furthermore, 1 H, 13 C{ 1 H} and 31 P{ 1 H} NMR spectra of the cyclophosphazenes were monitored on a Bruker DPX FT-NMR spectrometer, operating at 400.174, 100.624 and 242.925 MHz. The NMR spectrometer was equipped with a 5 mm PABBO BB inverse gradient probe, and a standard Bruker pulse program 26 was employed.…”

Section: Materials and General Methodsmentioning

confidence: 99%

“…The product asa 4 was purified by column chromatography with toluene : THF (15 : 1), and it was crystallized from toluene. Yield: 0.20 g (41% (d, 2H, 3 J PH = 15.2 Hz, H 5 ), 3.63 (m, 2H, N-CH 2 ), 3.55 (m, 2H, N-CH 2 ), 3.17 (m, 2H, 3 J PH = 13.6 Hz, 3 J HH = 6.0 Hz, Fc- 13 (d, 4 J PC = 3.1 Hz, C 2 ), 123.42 (d, 3 J PC = 3.8 Hz, C 5 ), 121.61 (d, 3 J PC = 9.2 Hz, C 1 ), 119.05 (s, C 0 3 ), 116.92 (s, C 3 ), 82.95 (d, 3 J PC = 7.8 Hz, C 1 ), 70.05 (s, C 2 ), 69.50 (s, C 3 ), 68.64 (s, C 4 ), 66.78 (d, 2 J PC = 6.1 Hz, O-CH 2 ), 48.79 (d, 2 J PC = 9.2 Hz, C 5 ), 48.14 (s, Fc-CH 2 -N-CH 2 ), 44.63 (d, 2 J PC = 5.3 Hz, Ar-C 0 H 2 -N and Ar-CH 2 -N), 44.58 (d, 2 J PC = 5.3 Hz, N-C 0 H 2 and N-CH 2 ), 29.68 (s, N-CH 2 -C 0 H 2 ), 29.35 (s, N-CH 2 -CH 2 ), 28.88 (d, 3 J PC = 2.4 Hz, O-CH 2 -CH 2 ).…”

Section: Preparation Of the Compoundsmentioning

confidence: 99%

“…Due to the presence of four chiral centers in the 2,4-ansa-6,8ansa-spirocyclotetraphosphazenes (3 and 4), it can be assumed that diastereomers are formed, which should give rise to distinguishable NMR signals. However, with respect to 1 H, 13 C and 31 P NMR spectral data in CDCl 3 , only one set of diastereoisomers was determined to be separated by column chromatography (Fig. 3 and Table 5).…”

Section: Nmr and Ir Spectroscopiesmentioning

confidence: 99%

“…The 2 J À PN À C values of the N-À CH 2 and N-À C 0 H 2 carbons of 3 were calculated to be 13.8 and 14.6 Hz, respectively, whilst the corresponding value for 4 is 5.3 Hz. In addition, carbon peaks (C 1 -C 4 ) of ferrocene rings and the aromatic carbon (C 1 -C 6 ; C 0 1 ÀC 0 6 ) signals from aminopodands attached to the structure were designated from the 13 C NMR spectra of dias 3 and 4 derivatives. One of the most important pieces of evidence that the Cl atoms of the starting ansa derivative (2) are replaced by aminopodands is that the carbon signals of the N 2 O 2 donor-type aminopodand groups emerged in the 13 C NMR spectra of both compounds.…”

Section: Nmr and Ir Spectroscopiesmentioning

confidence: 99%

See 4 more Smart Citations

Phosphorus–nitrogen compounds. Part 65. Novel diansa-spiro-cyclotetraphosphazenes: synthesis, characterization, bioactivity and electrochemical properties, and dye-sensitized solar cell fabrication studies

et al. 2022

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Section: Synthesissupporting

confidence: 61%

Section: Materials and General Methodsmentioning

confidence: 99%

Section: Preparation Of the Compoundsmentioning

confidence: 99%

Section: Nmr and Ir Spectroscopiesmentioning

confidence: 99%

Section: Nmr and Ir Spectroscopiesmentioning

confidence: 99%

See 3 more Smart Citations

Phosphorus–nitrogen compounds. Part 65. Novel diansa-spiro-cyclotetraphosphazenes: synthesis, characterization, bioactivity and electrochemical properties, and dye-sensitized solar cell fabrication studies

et al. 2022

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Phosphorus‐nitrogen compounds part 59. The syntheses of tetrachloro and tetraamino‐2‐pyridylmethylspiro(N/N)ethylenediaminocyclotriphosphazenes: Structural characterization, bioactivity, and molecular docking studies

Bozkurt

Elmas

Yakut

et al. 2021

J Chinese Chemical Soc

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In this study, primarily, tetrachloro-2-pyridylmethylspiro-N/N-ethylenediaminocyclotriphosphazenes (4 and 5) were prepared from the reactions of equimolar amounts of N-alkyl-N 0 -2-pyridylmethylethylenediamines, [PyCH 2 NH(CH 2 ) 2 NHR (R:CH 3 , 2 and R:C 2 H 5 , 3)], and hexachlorocyclotriphosphazene [(HCCP, trimer), N 3 P 3 Cl 6 (1)]. Compounds 4 and 5 react with secondary amines to yield the fully substituted tetraamino-2-pyridylmethylspiro-N/N-ethylenediaminocyclotriphosphazenes (4a-5c) in dry THF, respectively. These derivatives were obtained by both conventional and microwave-assisted reactions, and their yields were compared. In addition, it should also be noted that these cyclotriphosphazenes were obtained for use in the investigation of their spectral, crystallographic, antimicrobial, and anticancer properties. The structures of the compounds were elucidated by spectral data. The crystal structures of 4, 5a, and 5c were clarified by the single crystal X-ray diffraction technique. Antibacterial activities and biofilm preventions of 4a-c and 5a-c against bacteria, and their antifungal activities against fungi were investigated. According to broth microdilution method, the results showed that all compounds were highly effective against C. albicans. The interactions of these compounds with DNA and their cytotoxic activities against L929 fibroblast and A549 lung cancer cell lines were investigated. In addition, Density Functional Theory (DFT) calculations of 4, 5a, and 5c were made, and molecular docking studies with DNA and cytochrome P450 enzyme were presented.

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Phosphorus-nitrogen compounds. Part 62. Preparation of tetraaminobis(4-fluorobenzyl)spiro(N/N)cyclotriphosphazenes: Chemical, structural characterizations, antimicrobial, antioxidant and DNA-binding activity studies

Okumuş

Elmas

Binici

et al. 2022

Inorganica Chimica Acta

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Charge carrier performance of phosphazene-based ionic liquids doped hole transport layer in organic light-emitting diodes

Cited by 10 publications

References 49 publications

Phosphorus–nitrogen compounds. Part 65. Novel diansa-spiro-cyclotetraphosphazenes: synthesis, characterization, bioactivity and electrochemical properties, and dye-sensitized solar cell fabrication studies

Phosphorus–nitrogen compounds. Part 65. Novel diansa-spiro-cyclotetraphosphazenes: synthesis, characterization, bioactivity and electrochemical properties, and dye-sensitized solar cell fabrication studies

Phosphorus‐nitrogen compounds part 59. The syntheses of tetrachloro and tetraamino‐2‐pyridylmethylspiro(N/N)ethylenediaminocyclotriphosphazenes: Structural characterization, bioactivity, and molecular docking studies

Phosphorus-nitrogen compounds. Part 62. Preparation of tetraaminobis(4-fluorobenzyl)spiro(N/N)cyclotriphosphazenes: Chemical, structural characterizations, antimicrobial, antioxidant and DNA-binding activity studies

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