448955-87-1

Basic information

• Product Name: 9-(2-Ethylhexyl)-3,6-bis(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole
• Synonyms: 9-(2-Ethylhexyl)-3,6-bis(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole;9-(2-ethylhexyl)-3,6-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)carbazole
• CAS NO: 448955-87-1
• Molecular Formula: C32H47B2NO4
• Molecular Weight: 531.34188
• Mol File: 448955-87-1.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: 9-(2-Ethylhexyl)-3,6-bis(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole(CAS DataBase Reference)
• NIST Chemistry Reference: 9-(2-Ethylhexyl)-3,6-bis(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole(448955-87-1)
• EPA Substance Registry System: 9-(2-Ethylhexyl)-3,6-bis(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole(448955-87-1)

Safety Data

• Hazardous Substances Data: 448955-87-1(Hazardous Substances Data)

Usage

General Description

9-(2-Ethylhexyl)-3,6-bis(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole is a chemical compound that consists of a carbazole core with two boronate ester groups attached. The compound also contains an 2-ethylhexyl group, which is a branched-chain alkyl group. 9-(2-Ethylhexyl)-3,6-bis(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-9H-carbazole has potential applications in organic electronics, as the boronate ester groups can be used for cross-coupling reactions to form organic electronic materials. Additionally, the carbazole core can be used as a hole transport material in organic light-emitting diodes. Overall, this compound is of interest in the development of advanced materials for electronic devices.

Upstream product

• 6825-20-3 3,6-dibromo-9H-carbazole 
• 86-74-8 9H-carbazole 
• 61676-62-8 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 173063-52-0 3,6-dibromo-9-(2-ethyl-hexyl)-9H-carbazole 
• 18908-66-2 3-bromomethylheptane 
• 187148-77-2 N-(2-ethylhexyl)carbazole 

Relevant articles and documents

Multinuclear 2-(Quinolin-2-yl)quinoxaline-Coordinated Iridium(III) Complexes Tethered by Carbazole Derivatives: Synthesis and Photophysics

Five mono/di/trinuclear iridium(III) complexes (1-5) bearing the carbazole-derivative-tethered 2-(quinolin-2-yl)quinoxaline (quqo) diimine (N^N) ligand were synthesized and characterized. The photophysical properties of these complexes and their corresponding diimine ligands were systematically studied via UV-vis absorption, emission, and transient absorption (TA) spectroscopy and simulated by time-dependent density functional theory. All complexes possessed strong well-resolved absorption bands at 400 nm that have predominant ligand-based 1π,π? transitions and broad structureless charge-transfer (1CT) absorption bands at 400-700 nm. The energies or intensities of these 1CT bands varied pronouncedly when the number of tethered Ir(quqo)(piq)2+ (piq refers to 1-phenylisoquinoline) units, πconjugation of the carbazole derivative linker, or attachment positions on the carbazole linker were altered. All complexes were emissive at room temperature, with 1-3 showing near-IR (NIR) 3MLCT (metal-to-ligand charge-transfer)/3LLCT (ligand-to-ligand charge-transfer) emission at ～710 nm and 4 and 5 exhibiting red or NIR 3ILCT (intraligand charge-transfer)/3LMCT (ligand-to-metal charge-transfer) emission in CH2Cl2. In CH3CN, 1-3 displayed an additional emission band at ca. 590 nm (3ILCT/3LMCT/3MLCT/3π,π? in nature) in addition to the 710 nm band. The different natures of the emitting states of 1-3 versus those of 4 and 5 also gave rise to different spectral features in their triplet TA spectra. It appears that the parentage and characteristics of the lowest triplet excited states in these complexes are mainly impacted by the πsystems of the bridging carbazole derivatives and essentially no interactions among the Ir(quqo)(piq)2+ units. In addition, all of the diimine ligands tethered by the carbazole derivatives displayed a dramatic solvatochromic effect in their emission due to the predominant intramolecular charge-transfer nature of their emitting states. Aggregation-enhanced emission was also observed from the mixed CH2Cl2/ethyl acetate or CH2Cl2/hexane solutions of these ligands.