1219501-17-3

Basic information

• Product Name: 4,5,9,10-TetrabroMo-2,7-bis(2-octyldodecyl)benzo[lMn][3,8]phenanthroline-1,3,6,8-tetraone
• Synonyms: 4,5,9,10-TetrabroMo-2,7-bis(2-octyldodecyl)benzo[lMn][3,8]phenanthroline-1,3,6,8-tetraone;4,5,9,10-tetrabromo-2,7-bis(2-octyldodecyl)benzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetraone;4,5,9,10-Tetrabromo-2,7-bis(2-octyldodecyl)benzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetrone;NDI812-4Br
• CAS NO: 1219501-17-3
• Molecular Formula: C₅₄H₈₂Br₄N₂O₄
• Molecular Weight: 1142.85588
• Mol File: 1219501-17-3.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 940.5±65.0 °C(Predicted)
• Appearance: /
• Density: 1.291±0.06 g/cm3(Predicted)
• PKA: -4.46±0.20(Predicted)
• CAS DataBase Reference: 4,5,9,10-TetrabroMo-2,7-bis(2-octyldodecyl)benzo[lMn][3,8]phenanthroline-1,3,6,8-tetraone(CAS DataBase Reference)
• NIST Chemistry Reference: 4,5,9,10-TetrabroMo-2,7-bis(2-octyldodecyl)benzo[lMn][3,8]phenanthroline-1,3,6,8-tetraone(1219501-17-3)
• EPA Substance Registry System: 4,5,9,10-TetrabroMo-2,7-bis(2-octyldodecyl)benzo[lMn][3,8]phenanthroline-1,3,6,8-tetraone(1219501-17-3)

Safety Data

• Hazardous Substances Data: 1219501-17-3(Hazardous Substances Data)

Usage

General Description

4,5,9,10-Tetrabromo-2,7-bis(2-octyldodecyl)benzo[lMn][3,8]phenanthroline-1,3,6,8-tetraone is a chemical compound with four bromine atoms and two long hydrocarbon chains attached to a benzo[lMn][3,8]phenanthroline core. This complex organic molecule is designed to have a high solubility and compatibility in various organic solvents. It can be used in organic electronic devices and materials, as well as in photovoltaic cells and organic light-emitting diodes due to its unique optical and electronic properties. The presence of bromine atoms also makes it useful as a building block for the synthesis of other functional organic compounds.

Upstream product

• 81-30-1 1,4,5,8-naphthalenetetracarboxylic dianhydride 
• 62281-06-5 2-octyldodecylamine 
• 299962-88-2 2,3,6,7-tetrabromonaphthalene-1,4,5,8-tetracarboxylic dianhydride 

Downstream Products

• 1439917-60-8 C₆₁H₈₇Br₂N₃O₄S 

Relevant articles and documents

Controlling intermolecular redox-doping of naphthalene diimides

Naphthalene diimide (NDI) with tertiary amine side chains is used to n-dope a series of NDI derivatives of varying energy levels. We demonstrate a photoinduced, intermolecular redox-doping process in which a dimethylpropyl amine side chain attached to one NDI reduces another NDI derivative to form radical anions. The influence of the aromatic core substituents on energy levels, doping efficacy and radical anion stability is studied by cyclic voltammetry, UV-Vis and electron paramagnetic resonance (EPR) spectroscopy. In general, the HOMO energy level of the NDI is responsible for the doping process and the LUMO for air stability of the resulting radical anion. The most electron deficient NDI derivative having two cyano substituents displays the highest doping yield and yields air stable radical anions for both light- and thermally-induced doping. Thermal doping is further accompanied by morphologic changes that stabilize radical anions in air.

Core-fluorinated naphthalene diimides: Synthesis, characterization, and application in n-type organic field-effect transistors

A series of difluoro- and tetrafluoro-substituted naphthalene diimides (NDIs) were synthesized by halogen exchange reactions of corresponding bromo-NDIs with CsF in dioxane. Two strong electron acceptor molecules 6 and 8 with low-lying LUMO energy levels of -4.27 and -4.54 eV were obtained, starting from tetrafluoro-NDI. Organic field-effect transistors (OFETs) based on these fluorinated NDIs were fabricated by vapor deposition, exhibiting n-channel field-effect character under ambient conditions with the highest mobility of 0.1 cm2 V-1 s-1.

SULFUR CONTAINING HETEROCYCLE-FUSED NAPHTHALENE TETRACARBOXYLIC ACID DIIMIDE DERIVATIVES, PREPARATION METHOD AND USE THEREOF

Sulfur containing heterocycle- fused naphthalenetetracarboxylic acid diimide derivatives represented by formula (I) are dislcosed, in which, R1 and R2 are C1-C30 and C1-C12 linear alkyl or branched alkyl, respectively; R3 is H or halogen atom. The preparation method of said derivatives and the use thereof in manufacture of organic thin film field effect transistor or organic solar batteries are also disclosed.