871696-12-7

Basic information

• Product Name: N-Octyl-2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)carbazole
• Synonyms: N-Hexyl-2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)carbazole;9-Hexyl-2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole;9-Hexyl-2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)carbazole;2,7-Bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9-hexylcarbazole
• CAS NO: 871696-12-7
• Molecular Formula: C₃₀H₄₃B₂NO₄
• Molecular Weight: 531.34188
• Mol File: 871696-12-7.mol
• Article Data: 3

Chemical Properties

• Melting Point: 221.0 to 225.0 °C
• Boiling Point: 587.6±43.0 °C(Predicted)
• Appearance: /
• Density: 1.06±0.1 g/cm3(Predicted)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: N-Octyl-2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)carbazole(CAS DataBase Reference)
• NIST Chemistry Reference: N-Octyl-2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)carbazole(871696-12-7)
• EPA Substance Registry System: N-Octyl-2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)carbazole(871696-12-7)

Safety Data

• Hazardous Substances Data: 871696-12-7(Hazardous Substances Data)

Usage

General Description

N-Octyl-2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)carbazole is a complex chemical compound that belongs to the family of carbazole derivatives. It is commonly used as a phosphorescent material in organic light-emitting diodes (OLEDs) and other optoelectronic applications. The chemical structure of this compound contains two 4,4,5,5-tetramethyl-1,3,2-dioxaborolane groups attached to the carbazole core, providing it with high thermal stability and strong blue emission properties. This chemical is predominantly utilized in the manufacture of OLED devices due to its excellent electron transport and high photoluminescence efficiency. Additionally, it is also used in the field of organic electronics and materials science for various research and industrial applications.

Upstream product

• 136630-39-2 2,7-dibromo-9H-carbazole 
• 439797-69-0 4,4'-dibromo-2-nitro-biphenyl 
• 92-86-4 4-(4-bromophenyl)bromobenzene 
• 654676-12-7 2,7-dibromo-9-n-hexyl-9H-carbazole 
• 61676-62-8 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 

Relevant articles and documents

Cyclo- N-alkyl-2,7-carbazoles: Influence of the Alkyl Chain Length on the Structural, Electronic, and Charge Transport Properties

Macrocycles possessing radially oriented π-orbitals have experienced a fantastic development. However, their incorporation in organic electronic devices remains very scarce. In this work, we aim at bridging the gap between organic electronics and nanorings by reporting the first detailed structure-properties-device performance relationship study of organic functional materials based on a nanoring system. Three [4]cyclo-N-alkyl-2,7-carbazoles bearing different alkyl chains on their nitrogen atoms have been synthesized and characterized by combined experimental and theoretical approaches. This study includes electrochemical, photophysical, thermal, and structural solid-state measurements and charge transport properties investigations. An optimized protocol of the Pt approach has been developed to synthesize the [4]cyclocarbazoles in high yield (52-64%), of great interest for further development of nanorings, especially in materials science. The charge transport properties of [4]cyclocarbazoles and model compound [8]cycloparaphenylene ([8]CPP) have been studied. Although no field effect (FE) mobility was recorded for the benchmark [8]CPP, FE mobility values of ca. 10-5 cm2·V-1·s-1 were recorded for the [4]cyclocarbazoles. The characteristics (threshold voltage VTH, subthreshold swing SS, trapping energy ΔE) recorded for the three [4]cyclocarbazoles appear to be modulated by the alkyl chain length borne by the nitrogen atoms. Remarkably, the space-charge-limited current mobilities measured for the [4]cyclocarbazoles are about 3 orders of magnitude higher than that of [8]CPP (1.37/2.78 × 10-4 cm2·V-1·s-1 for the [4]cyclocarbazoles vs 1.21 × 10-7 cm2·V-1·s-1 for [8]CPP), highlighting the strong effect of nitrogen bridges on the charge transport properties. The whole study opens the way to the use of nanorings in electronics, which is now the next step of their development.

Conjugated ladder-type heteroacenes bearing pyrrole and thiophene ring units: Facile synthesis and characterization

(Chemical Equation Presented) Ladder-type heteroacenes containing pyrrole and thiophene rings, dibenzo[b,b′]thieno[2,3-f:5,4-f′]-carbazoles (DBTCZ, 1), and diindolo[3,2-b:2′,3′-h]benzo[1],2-b:4,5-b′] bis[1]benzothiophene (DIBBBT, 2), were facilely synthes