111296-90-3

Basic information

• Product Name: 5,7-DIHYDRO-INDOLO[2,3-B]CARBAZOLE
• Synonyms: 5,7-DIHYDRO-INDOLO[2,3-B]CARBAZOLE;5H,7H-indolo[2,3-b]carbazole;5,7-Dihydro-indolo[2,3-b]carbazole (DHIC);Indolo[2,3-b]carbazole, 5,7-dihydro-
• CAS NO: 111296-90-3
• Molecular Formula: C₁₈H₁₂N₂
• Molecular Weight: 256.31
• Mol File: 111296-90-3.mol

Chemical Properties

• Melting Point: 348-360℃
• Boiling Point: 569.8±23.0 °C(Predicted)
• Appearance: Pale brown to brown/Solid
• Density: 1.404±0.06 g/cm3 (20 ºC 760 Torr)
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 16.70±0.30(Predicted)
• CAS DataBase Reference: 5,7-DIHYDRO-INDOLO[2,3-B]CARBAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 5,7-DIHYDRO-INDOLO[2,3-B]CARBAZOLE(111296-90-3)
• EPA Substance Registry System: 5,7-DIHYDRO-INDOLO[2,3-B]CARBAZOLE(111296-90-3)

Safety Data

• Hazardous Substances Data: 111296-90-3(Hazardous Substances Data)

Usage

Uses

Used in Organic Light Emitting Diode (OLED) Industry:
5,7-Dihydro-indolo[2,3-b]carbazole is used as a thermally activated delayed fluorescence (TADF) emitter for the development of efficient OLEDs. Its unique electronic properties allow for efficient energy transfer and light emission, which can lead to improved device performance and reduced energy consumption.

Upstream product

• 24239-82-5 1,5-dibromo-2,4-dinitrobenzene 
• 3900-89-8 2-Chlorobenzeneboronic acid 
• 132530-67-7 1,5-bis(acetamido)-2,4-dibromobenzene 
• 1613260-57-3 C₁₈H₁₄Cl₂N₂ 
• 59-88-1 phenylhydrazine hydrochloride 
• 98-80-6 phenylboronic acid 
• 637-88-7 1,4-Cyclohexanedione 
• 3698-83-7 2,4-dichloro-1,5-dinitrobenzene 
• 108-45-2 m-phenylenediamine 
• 150758-05-7 2',4'-dinitro-1,1':5',1''-terphenyl 

Downstream Products

• 222044-70-4 5,7-bis-(1,1-biphenyl-4-yl)-5,7-dihydroindolo[2,3-b]carbazole 

Relevant articles and documents

Transition metal complexes in organic synthesis - 44.: Iron-mediated synthesis of indolo[2,3-b]carbazole

A straightforward two-step synthesis of indolo[2,3-b]carbazole using a double iron-mediated arylamine cyclization as the key-step is described.

Indolo[2,3- b ]carbazole synthesized from a double-intramolecular buchwald-hartwig reaction: Its application for a dianchor DSSC organic dye

A new synthetic strategy for indolo[2,3-b]carbazole via a double-intramolecular Buchwald-Hartwig reaction has been established. The N-alkylated indolo[2,3-b]carbazole then was adopted as the geometry-fixed core for the synthesis of a new molecule (ICZDTA) bearing two bithiophene π-bridged 2-cyanoacrylic acid groups as the bidentate anchor. The bidentate anchoring together with efficient HOMO (indolo[2,3-b]carbazole) → LUMO (TiO2 nanocluster) electron transfer leads to the successful development of ICZDTA-based DSSC with a power conversion efficiency of 6.02%.

Transition metal complexes in organic synthesis. Part 61: Convergent synthesis of indolo[2,3-b]carbazole by an iron-mediated bidirectional annulation of two indole rings

A highly convergent synthesis provides indolo[2,3-b]carbazole in two steps and 36% overall yield from commercial m-phenylenediamine by a double iron-mediated consecutive C-C and C-N bond formation featuring the first double iron-mediated arylamine cyclization. (C) 2000 Elsevier Science Ltd.

Synthetic method of indolocarbazole derivative and preparation method of long afterglow material of indolocarbazole derivative

The invention discloses a synthetic method of an indolocarbazole derivative. The synthetic method is characterized in that a reaction formula is shown in a formula 1 or other formulas 4. The novel method is used for synthesizing the indolocarbazole derivative, so that the reaction time is greatly shortened, the yield is improved, and the production cost is reduced.

POLYCYCLIC AROMATIC DERIVATIVE COMPOUNDS AND ORGANIC LIGHT-EMITTING ELEMENTS USING THE SAME

PROBLEM TO BE SOLVED: To provide: organic light-emitting compounds used in organic layers of organic light-emitting elements and capable of realizing efficient and long-lasting organic light-emitting elements; and organic light-emitting elements comprising the same. SOLUTION: An organic light-emitting compound is such that Q1 to Q3 are linked by linkers Y and X at specific positions, where Q1 to Q3 are identical to or different from each other and each independently a substituted or unsubstituted C6-50 aromatic hydrocarbon ring or a substituted or unsubstituted C2-50 heteroaromatic ring; each of the linkers Y is one selected from among N-R1, CR2R3, O, S, Se and SiR4R5; the multiple linkers Y are identical to or different from each other; and X is one selected from among B, P and P=O. SELECTED DRAWING: None COPYRIGHT: (C)2020,JPOandINPIT

Indolocarbazole derivatives and organic electroluminescent devices using the same

Disclosed are indolocarbazole polycyclic aromatic derivatives that can be employed in various organic layers of organic electroluminescent devices. The indolocarbazole derivatives have a boron-containing structure. Also disclosed are organic electrolumine

POLYCYCLIC AROMATIC COMPOUNDS AND ORGANIC ELECTROLUMINESCENT DEVICES USING THE SAME

Disclosed are polycyclic aromatic compounds that can be employed in various organic layers of organic electroluminescent devices. Also disclosed are organic electroluminescent devices including the polycyclic aromatic compounds. The organic electroluminescent devices are highly efficient and long lasting and have greatly improved luminous efficiency.

ORGANIC ELECTROLUMINESCENT DEVICE

Disclosed is an organic electroluminescent device that employs a compound represented by Formula A-1 or A-2: and a compound represented by Formula B: The organic electroluminescent device has excellent luminescent properties such as high color purity and long lifetime.

Green synthetic method of indole carbazole compounds for organic electroluminescent materials

The invention provides a green synthetic method of indole carbazole compounds for organic electroluminescent materials. The green synthetic material includes that ring adipic ketone compounds and phenylhydrazine hydrochloride are taken as raw materials reacting in one of decalin, diethylbenzene and diphenyl ether or every two mixed solvent and nonpolar solvent with boiling point exceeding 150DEG C, and the indole carbazole compounds are obtained after rapid reaction; after reaction is completed, a reaction system is cooled to indoor temperature to have products separated out, and only filtration is needed to obtain highly-purified indole carbazole compounds. With the method, the raw materials are easy to obtain and low in cost, the indole carbazole compounds can be obtained after rapid reaction without any acid and alkali and catalyst effect, high purity, less impurity and high yield are achieved, only cooling is needed in post treatment, and the highly-purified indole carbazole compounds can be obtained by filtration; easiness in operation is achieved, and the solvent can be recycled without treatment and cyclically used in the reaction process; discharge of wastewater and effluent of acid and alkali and the like is avoided, and green production is realized.

Organic electroluminescence compound containing carbazole derivatives and luminescent device thereof

The invention provides an organic electroluminescence compound containing carbazole derivatives and a luminescent device thereof. The compound has the advantages of good thermal stability, high luminescence efficiency, and high luminescent purity, can be