Novel hole-transporting hydrazones

Ostrauskaitė, Jolita; Voska, Viktoras; Buika, Gintaras; Gaidelis, Valentas; Jankauskas, Vygintas; Janeczek, Henryk; Sidaravičius, Jonas; Gražulevičius, Juozas V.

doi:10.1016/s0379-6779(02)00466-6

Cited by 23 publications

(14 citation statements)

References 14 publications

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“…It is known, that the thermal stability of aromatic hydrazones is predetermined by the degradation of hydrazine moiety. [26] The weight loss percentage of the monomers (1e, 2e, 3e, 4e, 1f, and 3f) shows that the thermal degradation of hydrazone moiety occurs in the first step, and the remaining fragments decompose in the following steps of the thermal degradation. Carbazole-based hydrazone monomers with vinyl groups exhibited higher thermal stability than vinyloxyethylsubstituted carbazole-based hydrazones.…”

Section: Resultsmentioning

confidence: 99%

Synthesis, properties, and self-polymerization of hole-transporting carbazole- and triphenylamine-based hydrazone monomers

Laurinaviciute

Ostrauskaitė

Gražulevičius

et al. 2013

Designed Monomers and Polymers

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Synthesis, optical, thermal, electrochemical, and photoelectrical properties of new carbazole-and triphenylamine-based hydrazones with reactive vinyl groups are reported. Self-polymerization in the solid state of the synthesized monomers was studied by differential scanning calorimetry (DSC) and IR spectrometry. Molecular weights of the soluble polymers were determined by gel chromatography. The synthesized compounds were characterized by 1 H and 13 C NMR, IR, UV/VIS, fluorescence, and mass spectrometries, as well as by cyclic voltammetry. The synthesized carbazole-and triphenylamine-based hydrazones form glasses with the glass transition temperatures ranging from 83 to 118°C, as was elucidated by DSC. Their thermal degradation starts above 270°C, as was revealed by thermogravimetric analysis. The ionization potentials of the films of carbazole-and triphenylamine-based hydrazones, measured by the electron photoemission in air technique, range from 5.32 to 5.65 eV. Hole-drift mobilities in amorphous layers of the monomers, estimated by xerographic time of flight technique, approach 10 À3 cm 2 /Vs at high electric fields.

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Section: Resultsmentioning

confidence: 99%

Synthesis, properties, and self-polymerization of hole-transporting carbazole- and triphenylamine-based hydrazone monomers

Laurinaviciute

Ostrauskaitė

Gražulevičius

et al. 2013

Designed Monomers and Polymers

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“…The measurement method was, in principle, similar to that described by Miyamoto et al [6]. The samples for the ionization potential measurement were prepared as described previously [7].…”

Section: Methodsmentioning

confidence: 99%

Carbazol-3-yl Substituted Aromatic Amines Containing Crosslinkable Groups as Materials for Multilayer Light Emitting Diodes

Lengvinaite

Gražulevičius

Grigalevičius

et al. 2008

Molecular Crystals and Liquid Crystals

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A series of cross-linkable aromatic amines which are potential materials for hole-transporting layers have been examined by various techniques including differential scanning calorimetry, thermogravimetry, and electron photoemission spectrometry. Hole transport properties of the materials were tested in two-layer light emitting diodes with Alq 3 as the electroluminescent and electron transporting material. One derivative was applied for the preparation of insoluble electro-active layers by cationic photo-initiated polymerization. Atomic force microscopy was used for the investigation of photopolymerized films which were tested as insoluble hole transporting layers in a device with Alq 3 .

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“…PC doped with 3a and 3b exhibit slightly lower hole mobilities than that doped with 4b. Monohydrazones usually show a little lower hole mobilities than dihydrazones [3,10], which can be explained by smaller system of conjugated p-electrons in monohydrazones.…”

Section: =[426]mentioning

confidence: 99%

9-(4-Methoxyphenyl) Carbazolyl-Containing Hydrazones for Optoelectronic Applications

Matoliukstyte¹,

Lygaitis²,

Gražulevičius³

et al. 2005

Molecular Crystals and Liquid Crystals

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9-(4-methoxyphenyl)carbazolyl-containing hydrazones were prepared by multistep synthetic route including Ullmann coupling of carbazole with 4-iodoanisole, formylation of 9-(4-methoxyphenyl)carbazole by Vilsmeier reaction and the condensation of mono-or dicarbaldehydes obtainexd with differently substituted hydrazines. All the hydrazones synthesized form glasses with the glass transition temperatures ranging from 56 to 110 C. Their ionization potentials established by electron photoemission technique are in the range 5.3-5.47 eV. Hole drift mobilities of 50% solid solutions of the hydrazones in polycarbonate established by the xerographic time-of-flight technique exceed 10 À5 cm 2 =Vs at high electric fields.

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Novel hole-transporting hydrazones

Cited by 23 publications

References 14 publications

Synthesis, properties, and self-polymerization of hole-transporting carbazole- and triphenylamine-based hydrazone monomers

Synthesis, properties, and self-polymerization of hole-transporting carbazole- and triphenylamine-based hydrazone monomers

Carbazol-3-yl Substituted Aromatic Amines Containing Crosslinkable Groups as Materials for Multilayer Light Emitting Diodes

9-(4-Methoxyphenyl) Carbazolyl-Containing Hydrazones for Optoelectronic Applications

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