Synthesis and Photophysical Properties of 3,6-Diphenyl-9-hexyl-9H-carbazole Derivatives Bearing Electron Withdrawing Groups

Kremser, Gabriele; Hofmann, Oliver; Sax, Stefan; Kappaun, Stefan; List, Emil; Zojer, Egbert; Slugovc, Christian

doi:10.1007/s00706-007-0774-3

Cited by 13 publications

(7 citation statements)

References 48 publications

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“…Especially carbazoles, polyphenylenes and fluorenes (small molecules as well as polymers; note that the T 1 -levels of, e.g., polyfluorenes are too low for being adequate host materials except for red triplet emitters) are of special interest because they are able to host red, green and even blue triplet emitters (cf. Figure 4 ) [ 35 – 49 ].…”

Section: The Working Principle Of Oledsmentioning

confidence: 99%

Phosphorescent Organic Light-Emitting Devices: Working Principle and Iridium Based Emitter Materials

Kappaun

Slugovc

List

2008

IJMS

Self Cite

176

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Even though organic light-emitting device (OLED) technology has evolved to a point where it is now an important competitor to liquid crystal displays (LCDs), further scientific efforts devoted to the design, engineering and fabrication of OLEDs are required for complete commercialization of this technology. Along these lines, the present work reviews the essentials of OLED technology putting special focus on the general working principle of single and multilayer OLEDs, fluorescent and phosphorescent emitter materials as well as transfer processes in host materials doped with phosphorescent dyes. Moreover, as a prototypical example of phosphorescent emitter materials, a brief discussion of homo-and heteroleptic iridium(III) complexes is enclosed concentrating on their synthesis, photophysical properties and approaches for realizing iridium based phosphorescent polymers.

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Section: The Working Principle Of Oledsmentioning

confidence: 99%

Phosphorescent Organic Light-Emitting Devices: Working Principle and Iridium Based Emitter Materials

Kappaun

Slugovc

List

2008

IJMS

Self Cite

176

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“…1), are ambipolar to varying extents. In OLEDs, carbazole-based materials have been used as hole-transport materials, [22][23][24] as emitters, 19,22,25 and as hosts for other uorescent 26 or phosphorescent emitters. 9,20,[27][28][29] Although carbazoles typically exhibit irreversible electrochemistry due to dimerization and polymerization of the corresponding radical cations at their 3,6-positions, [30][31][32] blocking of those positions can suppress these reactions; moreover, 3,6-di(tert-butyl) substitution of the carbazole moieties of CBP (to give 2b, Fig.…”

Section: Introductionmentioning

confidence: 99%

Bis(carbazolyl) derivatives of pyrene and tetrahydropyrene: synthesis, structures, optical properties, electrochemistry, and electroluminescence

et al. 2013

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Tetrahydropyrene and pyrene have been functionalized in their 2,7-positions with carbazole and 3,6-ditert-butylcarbazole groups, and the properties of these new compounds are compared to analogous carbazole and 3,6-di-tert-butylcarbazole derivatives of benzene and biphenyl using X-ray crystallography, UV-vis absorption and fluorescence spectroscopy, electrochemistry, and quantumchemical calculations. The absorption spectra are similar to those of their biphenyl-bridged analogues, although TD-DFT calculations indicate a different description of the excited states in the pyrene case, with the lowest observed absorption no longer corresponding to the S 0 / S 1 transition. The 3,6-di-tertbutylcarbazole compounds show reversible electrochemical oxidations; the benzene, biphenyl, tetrahydropyrene, or pyrene bridging groups have little impact on the first oxidation potential. Bilayer organic light-emitting diodes incorporating the tetrahydropyrene and pyrene derivatives as emitters show deep-blue electroluminescence.

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“…Compounds M1 and M2 were prepared according to the synthetic procedures of published article . The detailed syntheses procedures of compounds M1–M8 are given below.…”

Section: Methodsmentioning

confidence: 99%

Novel soluble carbazole‐based poly(aryl ethers): Preparation, properties, and application for dispersing multiwalled carbon nanotubes

Liu

Han

et al. 2018

J of Applied Polymer Sci

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Effectively dispersing of carbon nanotubes (CNTs) is the key to producing high performance CNTs/poly(aryl ethers) (PAEs) composite materials. Here, a series of novel soluble carbazole-based PAEs with different alkyl side-chains were synthesized corresponding polymers P1, P2, P3, and P4, and characterized clearly by 1 H NMR and IR. All the polymers exhibited good mechanical properties and thermostabilities (T g 128-212 8C, T d5% 450-499 8C) as PAEs. Due to containing lots of large p-conjugated carbazole derivative units and possess suitable solubility, these non-conjugated polymers can wrap and disperse MWNTs well (238-416 mg/L) in CHCl 3 , and the similar work has been reported rarely. This excellent property makes these polymers become a promising and ideal type solubilizer for CNTs/PAEs composite.Numerous reports show that the CNTs can be dispersed and wrapped well by using a small amount of soluble conjugated polymers or non-conjugated polymers containing large pconjugated side groups, such as triphenylamine, carbazoles and pyrenes. According to the articles, we summarize the common characteristics of these polymers: (I) good solubility, which can provide solubility to the surface of CNTs; (II) full conjugated structure or containing lots of large conjugated units, which can provide enough p-p interaction forces to effectively wrap and disperse CNTs. [8][9][10][11][12][13][14][15][16][17] In addition, the reports of effectively dispersing and wrapping CNTs by non-conjugated polymers with large p-conjugated structures in main-chain are rare. In fact, the large p-conjugated groups in backbones, such as carbazole, Additional Supporting Information may be found in the online version of this article.

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Synthesis and Photophysical Properties of 3,6-Diphenyl-9-hexyl-9H-carbazole Derivatives Bearing Electron Withdrawing Groups

Cited by 13 publications

References 48 publications

Phosphorescent Organic Light-Emitting Devices: Working Principle and Iridium Based Emitter Materials

Phosphorescent Organic Light-Emitting Devices: Working Principle and Iridium Based Emitter Materials

Bis(carbazolyl) derivatives of pyrene and tetrahydropyrene: synthesis, structures, optical properties, electrochemistry, and electroluminescence

Novel soluble carbazole‐based poly(aryl ethers): Preparation, properties, and application for dispersing multiwalled carbon nanotubes

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