902518-11-0

Basic information

• Product Name: N-(2-BroMophenyl)-9H-carbazole
• Synonyms: N-(2-BroMophenyl)-9H-carbazole;2-Bromophenylcarbazole;CP-2Br;9-(2-BroMo-phenyl)-9H-fluorene
• CAS NO: 902518-11-0
• Molecular Formula: C₁₈H₁₂BrN
• Molecular Weight: 321.21052
• EINECS: 1312995-182-4
• Mol File: 902518-11-0.mol

Chemical Properties

• Melting Point: 93-94℃
• Boiling Point: 462.0±37.0 °C at 760 mmHg
• Flash Point: 233.2±26.5 °C
• Appearance: /
• Density: 1.4±0.1 g/cm³
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: N-(2-BroMophenyl)-9H-carbazole(CAS DataBase Reference)
• NIST Chemistry Reference: N-(2-BroMophenyl)-9H-carbazole(902518-11-0)
• EPA Substance Registry System: N-(2-BroMophenyl)-9H-carbazole(902518-11-0)

Safety Data

• Hazard Codes: Xn
• Statements: 22-41
• Safety Statements: 26-39
• WGK Germany: 3
• Hazardous Substances Data: 902518-11-0(Hazardous Substances Data)

Usage

Uses

9-(2-Bromophenyl)-9H-carbazole is a useful reagent for organic synthesis.

Upstream product

• 86-74-8 9H-carbazole 
• 16732-66-4 2-bromophenylhydrazine 
• 583-53-9 2,3-dibromobenzene 
• 1072-85-1 o-fluorobromobenzene 
• 583-55-1 1-Bromo-2-iodobenzene 
• 615-36-1 2-bromoaniline 

Downstream Products

• 1246199-75-6 8,8-diphenyl-8H-indolo[3,2,1-de]acridine 
• 1029613-69-1 8-(4-bromophenyl)-8-phenyl-8H-indolo-[3,2,1-de]acridine 
• 1029634-23-8 8,8-bis(4-bromophenyl)-8H-indolo-[3,2,1-de]acridine 
• 1308652-66-5 9-(2-(diethylphosphino)phenyl)-9H-carbazole 
• 1262046-40-1 9-(2-(di-tert-butylphosphino)phenyl)-9H-carbazole 
• 1308652-65-4 9-(2-(di-iso-propylphosphino)phenyl)-9H-carbazole 
• 1308652-67-6 9-(2-(diphenylphosphino)phenyl)-9H-carbazole 
• 1308652-64-3 9-(2-(dicyclohexylphosphino)phenyl)-9H-carbazole 
• 205-95-8 indolo<3,2,1-jk>carbazole 
• 1256573-08-6 C₄₃H₃₀NP 
• 1246199-76-7 8-(4-(diphenylphosphoryl)phenyl)-8-phenyl-8H-indolo[3,2,1-de]acridine 
• 1256573-10-0 C₅₅H₃₉NP₂ 
• 1246199-77-8 8,8-bis(4-(diphenylphosphoryl)phenyl)-8H-indolo[3,2,1-de]acridine 
• 902778-95-4 spiro[fluorene-9,8'-indolo[3,2,1-de]acridine] 

Relevant articles and documents

Modulation of the Physicochemical Properties of Donor–Spiro–Acceptor Derivatives through Donor Unit Planarisation: Phenylacridine versus Indoloacridine—New Hosts for Green and Blue Phosphorescent Organic Light-Emitting Diodes (PhOLEDs)

This work reports a detailed structure–property relationship study of a series of efficient host materials based on the donor–spiro–acceptor (D-spiro-A) design for green and sky-blue phosphorescent organic light-emitting diodes (PhOLEDs). The electronic and physical effects of the indoloacridine (IA) fragment connected through a spiro bridge to different acceptor units, namely, fluorene, dioxothioxanthene or diazafluorene moiety, have been investigated in depth. The resulting host materials have been easily synthesised through short, efficient, low-cost, and highly adaptable synthetic routes by using common intermediates. The dyes possess a very high triplet energy (ET) and tuneable HOMO/LUMO levels, depending on the strength of the donor/acceptor combination. The peculiar electrochemical and optical properties of the IA moiety have been investigated though a fine comparison with their phenylacridine counterparts to study the influence of planarisation. Finally, these molecules have been incorporated as hosts in green and sky-blue PhOLEDs. For the derivative SIA-TXO2as a host, external quantum efficiencies as high as 23 and 14 % have been obtained for green and sky-blue PhOLEDs, respectively.

Enabling high efficiency and long lifetime of pure blue phosphorescent organic light emitting diodes by simple cyano modified carbazole-based host

Herein, we report two simple and efficient high triplet energy bipolar host materials named 2'-(9H-carbazol-9-yl)-[1,1′-biphenyl]-2-carbonitrile (CzBPCN) and 9-(2′-cyano-[1,1′-biphenyl]-2-yl)-9H-carbazole-3-carbonitrile (CNCzBPCN) by connecting carbazole type donor and cyano acceptor on 2 and 2′ positions of a biphenyl linker, respectively. The effect of cyano substitution on carbazole building block on photophysical and electroluminescence properties was unveiled. Both the compounds revealed high triplet energy (ET) of above 3.0 eV attributed to the interrupted interchromophoric electronic interactions between the donor and acceptor units. The computational studies and carrier transport analysis proved that the compounds secured good bipolar charge transporting feature. The applicability of these materials as hosts for blue phosphorescent organic light emitting diodes (PhOLEDs) was tested. Interestingly, the CNCzBPCN hosted device exhibited superior performance with three fold improved external quantum efficiency (EQEmax) of 20.2% over the CzBPCN hosted device which showed EQEmax of 7.1%. Importantly, the CNCzBPCN hosted device demonstrated 11 fold extended operational lifetime of 121 h up to 50% of its intimal luminance (L0 = 200 cd/m2) compared to CzBPCN. We believe that this work demonstrates the cost-effective and efficient high triplet energy bipolar host materials for simultaneous achievement of high EQE over 20% and long operational lifetime of blue PhOLEDs.

Spiro?type TADF emitters based on acridine donors and anthracenone acceptor

Two rigid spiro-type TADF emitters (CBZANQ, PXZANQ) were designed and synthesized via a two-step route. CBZANQ and PXZANQ both contain an anthracenone acceptor along with a carbazole?acridine-fused donor and a phenoxazine?acridine-fused donor, respectively, where each donor and acceptor are linked by a spiro bridge to form D-σ-A structures with an orthogonal arrangement. Both CBZANQ and PXZANQ have the difference between the singlet and triplet energy values (ΔEST) of 0.05 eV and 0.03 eV, respectively, which are sufficiently small for efficient triplet harvesting. CBZANQ with a weak electron donor (carbazole) exhibited a weak intramolecular charge transfer (ICT) character, resulting in a low photoluminescence quantum yield (PLQY) of 18%. On the other hand, when combined with a strong electron donor (phenoxazine), PXZANQ exhibited a strong ICT character, resulting in a high PLQY of 71%. Organic light-emitting diode (OLED) devices based on CBZANQ emitter and bis[2-(diphenylphosphino)phenyl] ether oxide (DPEPO) host exhibited sky-blue electroluminescence (EL) at 492 nm with a low external quantum efficiency (EQE) of 6.7%. Conversely, the OLED devices fabricated using PXZANQ emitter and DPEPO host exhibited green emission at 528 nm, along with a high EQE of 22.1%. Additionally, the efficiency of PXZANQ-based devices remained high at high luminance, indicating relatively small efficiency roll-off (13.9% EQE under 500 cd/m2).

COMPOUND, MATERIAL FOR ORGANIC ELECTROLUMINESCENT ELEMENTS, ORGANIC ELECTROLUMINESCENT ELEMENT, AND ELECTRONIC DEVICE

A compound represented by formula (1) provides an organic electroluminescence device having lifetime further improved: wherein R1 to R9, R11 to R18, R21 to R27, Ar, L1, L2, and L3 are as defined in the description.

Efficient organic light-emitting diodes based on iridium(iii) complexes containing indolo[3,2,1-jk]carbazole derivatives with narrow emission bandwidths and low efficiency roll-offs

In this work, two cyclometalated ligands 2-(pyridin-2-yl)indolo[3,2,1-jk]carbazole (pyidcz) and 2-(4-(trifluoromethyl)pyridin-2-yl)indolo[3,2,1-jk]carbazole (tfpyidcz) containing an indolo[3,2,1-jk]carbazole unit were synthesized for achieving highly efficient iridium(iii) complexes (pyidcz)2Ir(tmd) and (tfpyidcz)2Ir(tmd) (tmd = 2,2,6,6-tetramethyl-3,5-heptanedione). The two Ir(iii) complexes exhibit emissions peaking at 499 and 554 nm, respectively, with narrow full width at half maximum (FWHM) values of 35 and 53 nm, respectively, short phosphorescence lifetimes less than 1 μs and high photoluminescence quantum yields of up to 90% in CH2Cl2solution. The organic light-emitting diodes (OLEDs) with (pyidcz)2Ir(tmd) and (tfpyidcz)2Ir(tmd) emitters show good performances. The (pyidcz)2Ir(tmd)-based device shows a turn-on voltage (Von) of 3.6 V with a maximum brightness (Lmax) of 39123 cd m?2, a maximum current efficiency (ηc,max) of 69.2 cd A?1, a maximum power efficiency (ηp,max) of 36.8 lm W?1and a maximum external quantum efficiency (EQEmax) of 21.2%. In particular, the FWHM bandwidth of the electroluminescence spectrum is only 33 nm, which was rarely reported for Ir(iii) complex-based OLEDs. The performance of the (tfpyidcz)2Ir(tmd)-based device is slightly better with aVonof 3.3 V, aLmaxof 31714 cd m?2, aηc,maxof 78.4 cd A?1, aηp,maxof 54.7 lm W?1and an EQEmaxof 24.0%. Furthermore, the efficiency roll-offs of both devices are small, and theηcvalues at 10?000 cd m?2brightness are still maintained at 60.0 and 71.4 cd A?1, respectively, which provide a powerful reference for developing indolo[3,2,1-jk]carbazole-based Ir(iii) complexes for efficient OLEDs.

ORGANIC MOLECULES FOR OPTOELECTRONIC DEVICES

The invention relates to an organic compound, in particular for the application in optoelectronic devices. According to the invention, the organic compound has a first chemical moiety with a structure of formula I, and two second chemical moieties, each independently from another with a structure of formula II, wherein the first chemical moiety is linked to each of the two second chemical moieties via a single bond; wherein T, V is selected from the group consisting of RA and R1;W, X, Y is the binding site of a single bond linking the first chemical moiety to one of the two second chemical moieties or is selected from the group consisting of RA and R2;RA has a structure of Formula Py: which is bonded to the structure of Formula I via the position marked by the dotted line; and RW, RX, RY is the binding site of a single bond linking the first chemical moiety to one of the two second chemical moieties or is RI.

Combined experimental and density functional theory studies on novel 9-(4/3/2-cyanophenyl)-9H-carbazole-3-carbonitrile compounds for organic electronics

We have synthesized a series of novel hybrid molecules 9-(2-cyanophenyl)-9H-carbazole-3-carbonitrile (o-CNCbzCN), 9-(3-cyanophenyl)-9H-carbazole-3-carbonitrile (m-CNCbzCN) and 9-(4-cyanophenyl)-9H-carbazole-3-carbonitrile (p-CNCbzCN), comprising electron-donating carbazole and electron-accepting nitrile groups. Three positional isomers were synthesized with a view to tune photophysical and electrochemical properties of the hybrids. The photophysical study displayed absorption maxima in the range of 281–340 nm and 277–298 nm whereas emission maxima in the range of 349–366 nm and 366–369 nm in toluene and dimethylformamide (DMF), respectively. These molecules demonstrated suitable frontier molecular orbital (FMO) energy levels and ensure good thermal and morphological stability. Among these synthesized molecules, m-CNCbzCN showed very high decomposition temperature (Td = 341°C) whereas p-CNCbzCN exhibited good glass transition (Tg = 182°C) as well as melting temperature (Tm = 236°C), indicating its significant stability and potential utility as a bipolar host material for efficient phosphorescent organic light-emitting diodes (PhOLEDs).

Composition For Capping Layer of Organic Light Emitting Diode and Organic Light Emitting Diode Having The Same

The present invention relates to an organic electroluminescent device, and more particularly, to an indolocarbazole derivative compound used as a material for a capping layer (CPL) of the organic electroluminescent device. More specifically, the present invention relates to an indolocarbazole derivative compound having an amine substituent, a composition for the CPL of the organic electroluminescent device comprising the same, and the organic electroluminescent device comprising the same.

Organic Light Emitting Material and Organic Light Emitting Diode Having The Same

The present invention relates to a compound derivative for an organic electroluminescent device and an organic electroluminescent device using the same. The present invention relates to an aromatic compound including an indolocarbazolyl group and a spirobifluorenyl group, and more particularly, to an aromatic compound including an indolocarbazolyl group and a spirobifluorenyl group.

Hole transport type main body material, preparation method thereof and application of hole transport type main body material in preparation of organic electroluminescent device

The invention belongs to the technical field of organic photoelectric materials, and discloses a hole transport type main body material, a preparation method thereof and an application of the hole transport type main body material in preparation of an organic electroluminescent device. The hole transport type main body material has a structural formula as shown in a formula (I). The hole transport material provided by the invention has high hole transport capability, can be applied to a hole layer of an organic electroluminescent device or can be combined with an electron transport material to form an exciplex as a luminescent layer or a main body material in the luminescent layer, and realizes relatively high device efficiency. The hole transport material disclosed by the invention has relatively high stability, can be applied to an exciplex main body, and effectively realizes an electroluminescent device with relatively long service life.