870119-42-9Relevant articles and documents
Soluble polynorbornenes with pendant carbazole derivatives as host materials for highly efficient blue phosphorescent organic light-emitting diodes
Park, Jun Ha,Koh, Tae-Wook,Do, Youngkyu,Lee, Min Hyung,Yoo, Seunghyup
, p. 2356 - 2365 (2012)
We report novel host polymers for a high-efficiency polymer-based solution-processed phosphorescent organic light-emitting diode with typical blue-emitting dopant bis(4,6-difluorophenylpyridinato-N,C2) iridium(III) picolinate (FIrpic). The host
Organic light-emitting device
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Paragraph 0346-0352, (2019/06/04)
The present invention relates to an organic light emitting device having excellent electrical properties and thermal stability, which comprises: a first electrode; a second electrode; and an organic layer disposed between the first and second electrodes,
ORGANIC ELECTROLUMINESCENT MATERIALS AND DEVICES
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Paragraph 0130; 0131, (2017/02/09)
A compound having a structure of Formula I: is provided. In the structure of Formula I, each one of X1 to X16 is independently CRX or N; each RX and R are independently selected from the group consisting of hydr
Novel organic semiconductors based on phenyl and phenylthienyl derivatives for organic thin-film transistors
Lee, Eunsoo,Thirupathaiah, Bodakuntla,Han, Jaeuk,Jung, Dahae,Kwon, Guhyun,Kim, Choongik,Seo, Sung Yong
, p. 910 - 919 (2016/03/08)
New phenyl and phenylthienyl derivatives end-functionalized with carbazole and α-carboline, 9-(4- (9H-carbazol-9-yl)phenyl)-9H-carbazole, 9-(4-(9H-carbazol-9-yl)phenyl)-9H-pyrido[2,3-b]indole, 9- (3-(9H-carbazol-9-yl)phenyl)-9H-carbazole, 9-(3-(9H-carbazol-9-yl)phenyl)-9H-pyrido[2,3-b]indole, 9-(4-(5-(9H-carbazol-9-yl)thiophen-2-yl)phenyl)-9H-carbazole, and 9-(3-(5-(9H-carbazol-9-yl) thiophen-2-yl)phenyl)-9H-carbazole were synthesized and characterized as organic semiconductors for organic thin-film transistors (OTFTs). Most compounds exhibited p-channel characteristics with carrier mobility as high as 1.7 × 10-5 cm2/Vs and a current on/off ratio of 102-104 for top-contact/bottom-gate OTFT devices.
Site-Selective N-Arylation of Carbazoles with Halogenated Fluorobenzenes
Wang, Lei,Ji, Enhui,Liu, Ning,Dai, Bin
, p. 737 - 750 (2016/02/27)
A method for the highly site-selective C-N bond-formation reaction of halogenated fluorobenzenes with carbazoles is described. The selectivity of iodine and fluorine atoms on the aromatic ring of fluorinated iodobenzenes was initially determined with a copper-N,N-diisopropylethylamine catalytic system. By changing the position of the iodine atom on the aromatic ring from the 3- or 4-position to the 2-position, the preferred coupling site was switched from the iodine atom to the fluorine atom. Steric hindrance of the fluorinated iodobenzenes is responsible for the selectivity switch. After elucidating the reaction mechanisms of these reaction processes, a metal-free method for the highly site-selective C-N bond-formation reaction of halogenated fluorobenzenes with carbazoles was revealed through C-F bond activation. The metal-free system is able to handle a range of halogenated groups. Thus, a broad range of chlorinated, brominated, and iodinated N-arylated carbazoles were generated, which are widely useful in organic chemistry.
One-pot two-step synthesis of: N -arylcarbazole-based skeleton
Tao, Sheng,Liu, Ning,Dai, Bin
, p. 43250 - 43260 (2016/05/24)
A highly site-selective, one-pot, sequential C-N and C-C bond forming process was developed, affording a carbazole-based skeleton that contains biphenyl and diarylacetylene cores. The success of this process is attributed to the use of fluorinated iodoarenes as the starting material, the fluorine group of which preferentially reacts with carbazole. The subsequent coupling of the intermediate iodinated N-arylcarbazole with arylboronic acid or arylacetylene produced the desired products. The intermediate underwent a Pd-catalyzed Ullmann coupling with excess fluorinated iodoarenes in the absence of arylboronic acid or arylacetylene, resulting in Ullmann coupling products in a one-pot process.
Copper/β-diketone-catalysed N-arylation of carbazoles
Chen, Fei,Liu, Ning,Ji, Enhui,Dai, Bin
, p. 51512 - 51523 (2015/06/25)
A copper-catalysed C-N bond-forming reaction of carbazoles with aryl iodides is described. Several commercially available ligands such as β-diketone and diamine, are tested in the N-arylation of carbazoles. The catalytic system generated in situ from an inexpensive copper salt, simple β-diketone and inorganic base efficiently N-arylated the carbazoles. A wide range of aryl iodides and carbazoles can be coupled to generate N-arylcarbazoles in the presence of various functional groups. However, the sterically hindered effect of aryl iodides is evident in this catalytic system. The selectivity of two iodine atoms on the aromatic ring of diiodobenzene is evaluated in the developed catalytic system. Results showed that the selectivity of diiodobenzene can be tuned by the reaction temperature.
Organic electroluminescent materials and devices
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Page/Page column 119, (2015/02/18)
A compound according to a formula I and devices incorporating the same are described. The compound according to the formula I can have the structure: wherein X is Si or Ge; R1 and R2 represent mono, di, tri, tetra, or penta substitutions or no substitution; R3, R4 represent mono, di, tri, or tetra substitutions or no substitution; R1 and R2 are optionally joined to form a ring, which may be further substituted; L is a single bond or comprises an aryl or heteroaryl group having from 5-20 carbon atoms, which is optionally further substituted; and A is an aromatic group. A contains a group selected from the group consisting of indole, carbazole, benzofuran, dibenzofuran, benzothiophene, dibenzothiophene, benzoselenophene, dibenzoselenophene, triphenylene, azacarbazole, azadibenzofuran, azadibenzothiophene, azadibenzoselenophene, azatriphenylene, and combinations thereof, which are optionally further substituted. The device can include the compound according to Formula I in an organic layer.
Effect of the position of nitrogen in pyridoindole on photophysical properties and device performances of α-, β-, γ-carboline based high triplet energy host materials for deep blue devices
Im, Yirang,Lee, Jun Yeob
supporting information, p. 5948 - 5950 (2013/07/19)
Three carboline derivatives with nitrogen at different positions of the pyridoindole unit were synthesized and the effect of the position of nitrogen on the photophysical properties and device performances was investigated. β-Carboline was effective in obtaining high triplet energy and stabilizing energy levels, while α-carboline was better than other carbolines in terms of quantum efficiency. However, γ-carboline could not stabilize the LUMO level and low quantum efficiency was obtained.
Phenylcarbazole-dipyridyl triazole hybrid as bipolar host material for phosphorescent OLEDs
Hung, Wen-Yi,Tu, Guan-Min,Chen, Shou-Wei,Chi, Yun
experimental part, p. 5410 - 5418 (2012/05/20)
Two bipolar host materials p-cbtz and m-cbtz, with both phenylcarbazole and 3,5-bis(2-pyridyl)-1,2,4-triazole moieties, were synthesized and tested for fabrication of various phosphorescent OLEDs. The sp3-hybridized nitrogen atom of the 1,2,4-triazole fragment disrupted the π-conjugation between the electron donating 9-phenylcarbazole and the electron accepting 3,5-bis(2-pyridyl)-1,2,4-triazole and, thus, exhibited promising properties such as bipolar charge transport feature (10-5-10-6 cm 2 V-1s-1) and with relatively high triplet energy gaps (ET = 2.82-2.75 eV). As a result, they were utilized as universal hosts for various phosphorescent OLEDs, showing high efficiencies and low efficiency roll-off. For example, the devices hosted by m-cbtz achieve maximum external quantum efficiencies (ηext) of 8.8% for blue, 16.7% for green, 17.5% for yellow and 16.7% for red-emitting OLEDs. In addition, we also fabricated dual-emitter WOLEDs with a co-doped single emissive layer, exhibiting satisfactory device efficiencies (12.4%, 25 cd A-1, 17 lm W-1) and with highly stable chromaticity (CIEx = 0.26-0.27 and CIEy = 0.38) at an applied voltage of 8 to 11 V. These results demonstrated that the newly synthesized, phenylcarbazole-dipyridyl triazole host materials are advantageous for fabrication of various highly efficient phosphorescent OLEDs. The Royal Society of Chemistry 2012.