Synthesis and properties of poly(3,9-carbazole) and low-molar-mass glass-forming carbazole compounds

Grigalevičius, Saulius; Gražulevičius, Juozas V.; Gaidelis, Valentas; Jankauskas, Vygintas

doi:10.1016/s0032-3861(02)00067-8

Cited by 76 publications

(24 citation statements)

References 14 publications

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“…[19] The hole mobilities of 1-11 are in the range of 10 À4 -10 À6 cm 2 V À1 s À1 . In comparison, commonlyused, diphenylamino-based hole-transport materials, 1,4-bis(1-naphthylphenylamino)-biphenyl (NPB) [20] and N,N 0 -diphenylbenzidine (TPD) [21] have hole mobilities at $10 À3 cm 2 V À1 s À1 , whereas, the 9-carbazole-containing compounds, 3-(9-carbazolyl)-9-hexylcarbazole and 3,6-di(9-carbazolyl)-9-octylcarbazole, [22] have hole mobilities at $10 À5 cm 2 V À1 s À1 and $10 À3 cm 2 V À1 s À1 , respectively. The electron mobilities of 1-11 lie in the range of 10 À4 -10 À5 cm 2 V À1 s À1 , which is comparable to or slightly better than those of the typical electron-transport material, 1,3,5-tris(N-phenylbenzimidazol-2-yl)-benzene) (TPBI) ($10 À5 cm 2 V À1 s À1 ) [23] and N-arylbenzimidazole-containing analogues ($10 À5 -10 À6 cm 2 V À1 s À1 ).…”

Section: Electrochemical Propertiesmentioning

confidence: 99%

Versatile, Benzimidazole/Amine‐Based Ambipolar Compounds for Electroluminescent Applications: Single‐Layer, Blue, Fluorescent OLEDs, Hosts for Single‐Layer, Phosphorescent OLEDs

Chen

Huang

Lai

et al. 2009

Adv Funct Materials

185

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A series of compounds containing arylamine and 1,2‐diphenyl‐1H‐benz[d]imidazole moieties are developed as ambipolar, blue‐emitting materials with tunable blue‐emitting wavelengths, tunable ambipolar carrier‐transport properties and tunable triplet energy gaps. These compounds possess several novel properties: (1) they emit in the blue region with high quantum yields; (2) they have high morphological stability and thermal stability; (3) they are capable of ambipolar carrier transport; (4) they possess tunable triplet energy gaps, suitable as hosts for yellow‐orange to green phosphors. The electron and hole mobilities of these compounds lie in the range of 0.68–144 × 10−6 and 0.34–147 × 10−6 cm2 V−1 s−1, respectively. High‐performance, single‐layer, blue‐emitting, fluorescent organic light‐emitting diodes (OLEDs) are achieved with these ambipolar materials. High‐performance, single‐layer, phosphorescent OLEDs with yellow‐orange to green emission are also been demonstrated using these ambipolar materials, which have different triplet energy gaps as the host for yellow‐orange‐emitting to green‐emitting iridium complexes. When these ambipolar, blue‐emitting materials are lightly doped with a yellow‐orange‐emitting iridium complex, white organic light‐emitting diodes (WOLEDs) can be achieved, as well by the use of the incomplete energy transfer between the host and the dopant.

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Section: Electrochemical Propertiesmentioning

confidence: 99%

Versatile, Benzimidazole/Amine‐Based Ambipolar Compounds for Electroluminescent Applications: Single‐Layer, Blue, Fluorescent OLEDs, Hosts for Single‐Layer, Phosphorescent OLEDs

Chen

Huang

Lai

et al. 2009

Adv Funct Materials

185

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“…[7] The ionization potentials were measured by the electron photoemission in air method, as described in the literature. [8] The hole-drift mobility was measured by the time-of-flight technique in the xerographic regime.…”

Section: Synthesis Of the Pentamersmentioning

confidence: 99%

Synthesis of Conjugated Carbazole Trimers and Pentamers by Suzuki Coupling

Paliulis

Ostrauskaitė

Gaidelis

et al. 2003

Macro Chemistry & Physics

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A series of N‐alkylcarbazol‐3,6‐diyl trimers and pentamers has been synthesized by stepwise Suzuki coupling. The trimers with isopropyl and longer alkyl substituents at the nitrogen atom and all the pentamers form stable glasses with glass transition temperatures varying from 30 to 148 °C for the trimers and 65 to 104 °C for the pentamers. The ionization potential of the N‐alkylcarbazol‐3,6‐diyl trimers is 5.25 eV and 5.20 eV for the pentamers. N‐alkylcarbazol‐3,6‐diyl compounds typically exhibit hole‐drift mobilities in the range of 10−4–10−6 cm2 · V−1 · s−1. The highest hole‐drift mobility observed in an amorphous film of N‐octylcarbazol‐3,6‐diyl pentamer reached 10−3 cm2 · V−1 · s−1 at an applied electric field of 8.1 × 105 V · cm−1. magnified image

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“…First of all, it is connected with difficulties of the direct functionalization of C2, C3 and C7 positions in these ring systems by simple electrophilic substitution. [14][15][16][17] …”

Section: Introductionmentioning

confidence: 99%

Synthesis of new polyconjugated molecules with biphenyl, dibenzothiophene, carbazole and phenanthrene units

Ol’khovik¹,

Vasilevskii²,

Pap³

et al. 2008

Arkivoc

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The simple methods of synthesis of hardly accessible substituted biphenyl, dibenzothiophene, carbazole and phenanthrene derivatives were elaborated starting from dimethyl 4,4'-biphenyldicarboxylate. The series of new luminophores with extended π-conjugated chains based on combinations of biphenyl, carbazole, dibenzothiophene, phenanthrene fragments and alternating phenyl, vinyl or heterocyclic units were synthesized by the Wittig and the Knoevenagel reactions of corresponding aromatic dialdehydes and different CH-acids or phosphonium salts. Investigation of the effect of various substituents on the luminescent properties has been presented. The new luminophores could be used as emissive or charge transport layers in organic light emitting diodes (OLEDs).

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Synthesis and properties of poly(3,9-carbazole) and low-molar-mass glass-forming carbazole compounds

Cited by 76 publications

References 14 publications

Versatile, Benzimidazole/Amine‐Based Ambipolar Compounds for Electroluminescent Applications: Single‐Layer, Blue, Fluorescent OLEDs, Hosts for Single‐Layer, Phosphorescent OLEDs

Versatile, Benzimidazole/Amine‐Based Ambipolar Compounds for Electroluminescent Applications: Single‐Layer, Blue, Fluorescent OLEDs, Hosts for Single‐Layer, Phosphorescent OLEDs

Synthesis of Conjugated Carbazole Trimers and Pentamers by Suzuki Coupling

Synthesis of new polyconjugated molecules with biphenyl, dibenzothiophene, carbazole and phenanthrene units

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