High hole mobilities in carbazole-based glass-forming hydrazones

Ostrauskaitė, Jolita; Voska, Viktoras; Antulis, J.; Gaidelis, Valentas; Jankauskas, Vygintas; Gražulevičius, Juozas V.

doi:10.1039/b209732j

Cited by 86 publications

(34 citation statements)

References 11 publications

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“…4-(Diphenylamino)benzaldehyde was prepared according to a literature method by formylation of triphenylamine with dmf and POCl 3 . [34] 5,10,15,20-Tetrakis[p-(diphenylamino)phenyl]-21H,23H-porphine (H 2 tdpapp) was also prepared according to a literature method by condensing pyrrole and 4-(diphenylamino)benzaldehyde. [24] NMR spectra were measured in CDCl 3 with a JEOL EX270 or a Varian Inova 400 MHz FT-NMR spectrometer, with the 1 H NMR chemical shifts quoted relative to SiMe 4 and the 31 P NMR chemical shifts relative to 85 % H 3 PO 4 as external standard.…”

Section: Methodsmentioning

confidence: 99%

Synthesis, Structures and Optical Power Limiting of Some Transition Metal and Lanthanide Monoporphyrinate Complexes Containing Electron‐Rich Diphenylamino Substituents

Zhu

Zhou

et al. 2007

Eur J Inorg Chem

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Transition metal and lanthanide monoporphyrinate complexes based on 5,10,15,20-tetrakis[p-(diphenylamino)phenyl]-21H,23H-porphine (H 2 tdpapp) have been synthesized and characterized and the X-ray crystal structures of the palladium and platinum analogues [M(tdpapp)] (M = Pd, Pt) determined. Experimental investigations of the nonlinear optical transmittance characteristics at 532 nm show that most of these new metalated porphyrinate complexes are excellent optical limiters with performances comparable or superior to those of the benchmark reverse saturable absorption dyes such as fullerene C 60 and (phthalocyanine)metal

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Section: Methodsmentioning

confidence: 99%

Synthesis, Structures and Optical Power Limiting of Some Transition Metal and Lanthanide Monoporphyrinate Complexes Containing Electron‐Rich Diphenylamino Substituents

Zhu

Zhou

et al. 2007

Eur J Inorg Chem

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“…Yield: 0.8 g (67%) of yellowish amorphous solid. 1 9,9 0 -(4-Butylphenyl)-3,3 0 -Dicarbazyl-6,6 0 -Carbaldehyde (3a)…”

Section: Introductionmentioning

confidence: 99%

“…In this work we have chosen ethylcarbazole and phenylcarbazole dimers as the main building blocks for the design and synthesis of hole-transporting and filmforming hydrazones. This choice was based on our earlier reported observations of high hole drift mobilities in the amorphous films of phenylcarbazole-based hydrazones and aromatic amines [1,2]. EXPERIMENTAL Materials 9H-carbazole, 9-ethylcarbazole, 1-bromo-4-butylbenzene, N,N-di phenylhydrazine hydrochloride, 1-methyl-1-phenylhydrazine, 18-crown-6 were purchased from ''Aldrich'' and used as received without further purification.…”

Section: Introductionmentioning

confidence: 99%

Hole-Transporting Glass-Forming 3,3′-Dicarbazyl-Based Hydrazones

Lygaitis

Gražulevičius

Gaidelis

et al. 2005

Molecular Crystals and Liquid Crystals

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3,3 0 -Di(9-(4-butylphenyl)carbazyl) and 3,3 0 -di(9-ethylcarbazyl)-based hydrazones were synthesized by the multi-step synthetic route including oxidative dimerization of 9-(4-butylphenyl)carbazole and 9-ethylcarbazole, formylation of the dimmers obtained and the reactions of the formyl derivatives with different hydrazines. The chemical structure of the compounds was confirmed by 1 HNMR, IR and mass spectroscopy. The hydrazones synthesized form stable glasses with the glass transition temperatures exceeding 140 C. The values of ionisation potentials measured by electron photoemission technique are in the range of 5,21-5,4 eV. The hole drift mobilities in the films of the 50% solid solutions of the hydrazones in Financial support from Samsung Electronics and from the Lithuanian State Science and Studies foundation is gratefully acknowledged. 95=[407]bisphenol Z polycarbonate established by the xerographic time-of-flight technique exceed 10 À5 cm 2 =Vs at high electric fields.

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“…Carbazole and its derivatives have applied extensive in functional materials as flexible building blocks for construction due to their inherent electron-donating nature, excellent photoconductivity, and unique nonlinear optical property, such as photorefractive materials [11], photoconductors [12], nonlinear optical materials [13], light-emitting materials [14], and hole-transporting materials [15]. Some of the molecules related to triazolopyridinone have been studied in the medical chemistry [9].…”

Section: Introductionmentioning

confidence: 99%