Indolo[3,2-b]carbazole derivatives as hole transporting materials for electrophotography

Velasco, Dolores; Jankauskas, Vygintas; Stumbraitė, Jolanta; Gražulevičius, Juozas V.; Getautis, Vytautas

doi:10.1016/j.synthmet.2008.12.011

Cited by 19 publications

(10 citation statements)

References 18 publications

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“…INC is known to show strong blue fluorescence under irradiation by ultraviolet (UV) light. In recent years, there have been some reports on the preparation and characterization of derivatives of INC. [16][17][18][19][20][21][22][23][24][25] In particular, Hu et al 21 have reported 1,7-dinaphtylindolo [3,2-b]carbazole, which showed excellent hole-transport properties in light-emitting diodes. Later, the first organic field-effect transistors using N-alkylated INC as an active layer was successfully fabricated.…”

Section: Introductionmentioning

confidence: 99%

Syntheses and properties of copolymers containing indolocarbazole moiety in the side chain

Akimoto

Kawano

Iwasawa

et al. 2011

Polym J

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Novel copolymers containing the indolo [3,2-b]carbazole (INC) moiety were synthesized, and the effects of the INC content on their physical properties were investigated. The homopolymer of the INC-containing monomer, 1-octyl-7-(4-vinylbenzyl) indolo [3,2-b]carbazole and copolymers with styrene were prepared by radical polymerization. Four kinds of copolymers with different compositions were obtained. The glass transition temperatures (Tgs) were observed in the range of 101-112 1C, and the decomposition temperatures were nearly 400 1C. The photonic properties of the copolymers were also evaluated in solution in tetrahydrofuran and for spin-coated films on a fused silica substrate. In the ultraviolet-visible absorption spectra, maximum absorption peaks were observed at 340-345 nm in both the solutions and the films. In the case of the solutions, the photoluminescence intensities of the copolymers increased with increasing INC monomer units in the copolymer. On the contrary, the photoluminescence intensities of the copolymer films decreased with increasing INC content in the copolymer, which is likely due to the concentration quenching caused by the condensation of intermolecular interactions derived from INC components. The copolymer with a low content of the INC moiety exhibited high emission and good film-forming ability.

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Section: Introductionmentioning

confidence: 99%

Syntheses and properties of copolymers containing indolocarbazole moiety in the side chain

Akimoto

Kawano

Iwasawa

et al. 2011

Polym J

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“…The precursor 15, a coupling component for 2g, was prepared according to the literature (Scheme 2). 17 These subnaphthalocyanines were identied by 1 H NMR, 13 C NMR, MALDI-TOF mass spectroscopy, high resolution FAB mass spectroscopy and UV-visible spectroscopy. Their purities were checked by gel-permeation HPLC, which clearly detected the presence of penta-or tetrasubstituted by-products before silica gel column purication.…”

Section: Resultsmentioning

confidence: 99%

Control of the molecular packing of chloroboron(iii) and fluoroboron(iii) subnaphthalocyanines by designing peripheral substituents

Takagi

Mizutani

2017

RSC Adv.

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“…It contains an indole unit fused to the 2,3‐positions of one of the benzenoid rings of the carbazole moiety and the two nitrogen atoms are ex situ to each other yielding a rigid and coplanar structure with more extended conjugation, stronger electron‐donating character and higher charge carrier mobility compared to carbazole . Functionalized ICZs are used as building blocks for the synthesis of new hole‐transport materials having good thermal and photochemical stability and applications in electrophotography, organic field effect transistors, organic light‐emitting diodes, photovoltaic solar cells and dye‐sensitized solar cells …”

Section: Introductionmentioning

confidence: 99%

Indolo[3,2‐b]carbazole‐based poly(arylene vinylene)s. The influence of substitution position on spectroscopic and electrochemical properties

Negru¹,

Catargiu²,

Grigoraş³

2016

Polymer International

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Three novel soluble poly(arylene vinylene)s containing indolo[3,2-b]carbazole moiety inserted in the polymer chain at 2,8-, 3,9-and 6,12-positions were synthesized and used to study the influence of the linking topology on the optical and electronic properties. The new polymers were obtained through a palladium-catalysed cross-coupling Stille reaction between bis-bromine[3,2-b]indolocarbazoles and trans-1,2-bis(tributylstannyl)ethane in toluene.Polymers were soluble in chlorinated, aromatic and aprotic polar solvents. The structures of polymers were investigated using Fourier transform infrared, 1 H NMR and 13 C NMR spectroscopies. The number-average molecular weights determined using gel permeation chromatography are in the range (6.3-9.4) × 10 3 g mol −1 while thermogravimetric analysis showed the polymers to possess high thermal stability. UV-visible and emission spectroscopy evidenced a bathochromic shift of max for indolocarbazole linking topology in the polymer backbone, in the order: 6,12 < 2,8 < 3,9. Electrochemical properties were investigated by cyclic voltammetry using thin films cast on platinum disc working electrodes and highest occupied and lowest unoccupied molecular orbital energy levels were determined.

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Indolo[3,2-b]carbazole derivatives as hole transporting materials for electrophotography

Cited by 19 publications

References 18 publications

Syntheses and properties of copolymers containing indolocarbazole moiety in the side chain

Syntheses and properties of copolymers containing indolocarbazole moiety in the side chain

Control of the molecular packing of chloroboron(iii) and fluoroboron(iii) subnaphthalocyanines by designing peripheral substituents

Indolo[3,2‐b]carbazole‐based poly(arylene vinylene)s. The influence of substitution position on spectroscopic and electrochemical properties

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