209111-67-1

Basic information

• Product Name: N,N'-di-(n-octyl)-1,7-dibroMoperylene-3,4:9,10-tetracarboxylic acid bisiMide
• Synonyms: N,N'-di-(n-octyl)-1,7-dibroMoperylene-3,4:9,10-tetracarboxylic acid bisiMide
• CAS NO: 209111-67-1
• Molecular Formula: C₄₀H₄₀Br₂N₂O₄
• Molecular Weight: 834.63904
• EINECS: -0
• Mol File: 209111-67-1.mol
• Article Data: 16

Chemical Properties

• Boiling Point: 841.6±65.0 °C(Predicted)
• Appearance: /
• Density: 1.463±0.06 g/cm3(Predicted)
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: -2.79±0.20(Predicted)
• CAS DataBase Reference: N,N'-di-(n-octyl)-1,7-dibroMoperylene-3,4:9,10-tetracarboxylic acid bisiMide(CAS DataBase Reference)
• NIST Chemistry Reference: N,N'-di-(n-octyl)-1,7-dibroMoperylene-3,4:9,10-tetracarboxylic acid bisiMide(209111-67-1)
• EPA Substance Registry System: N,N'-di-(n-octyl)-1,7-dibroMoperylene-3,4:9,10-tetracarboxylic acid bisiMide(209111-67-1)

Safety Data

• Hazardous Substances Data: 209111-67-1(Hazardous Substances Data)

Usage

General Description

N,N'-di-(n-octyl)-1,7-dibromo-perylene-3,4:9,10-tetracarboxylic acid bisimide is a chemical compound that contains two n-octyl groups attached to a perylene core, and two bromine atoms at specific positions on the perylene core. N,N'-di-(n-octyl)-1,7-dibroMoperylene-3,4:9,10-tetracarboxylic acid bisiMide is classified as a bisimide, which means it contains two imide functional groups. It is commonly used as a pigment or dye, as well as in organic electronic devices like organic light-emitting diodes (OLEDs) and organic photovoltaic cells. Its unique structure and properties make it useful in various applications in the fields of chemistry and material science.

Upstream product

• 111-86-4 n-Octylamine 
• 118129-60-5 1,7-dibromoperylene-3,4,9,10-tetracarboxylic dianhydride 
• 128-69-8 perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride 
• 78151-58-3 N,N'-di(n-octyl)perylene-3,4:9,10-bis(dicarboximide) 
• 869276-73-3 1-bromoperylene-3,4,9,10-tetracarboxylic acid dianhydride 

Downstream Products

• 847659-75-0 N,N'-dioctyl-1,7-bis(4-formylphenoxy)perylene-3,4,9,10-tetracarboxylic acid bisimide 
• 1202640-61-6 N,N'-bis(octyl)-1,7-bis(2,3,4,5,6-pentafluorophenyl)perylene-3,4:9,10-bis(dicarboximide) 
• 1379575-19-5 1,7-bis(3,5-di-tert-butylphenyl)-N,N'-dioctyl-3:4,9:10-perylenetetracarboxydiimide 
• 1379575-20-8 1,6-bis(3,5-di-tert-butylphenyl)-N,N'-dioctyl-3:4,9:10-perylenetetracarboxydiimide 
• 1352718-28-5 1,7-diphenyl-N,N'-dioctyl-3:4,9:10-perylenetetracarboxydiimide 
• 1379575-16-2 1,6-diphenyl-N,N'-dioctyl-3:4,9:10-perylenetetracarboxydiimide 
• 1379575-22-0 1,7-bis(4-cyanophenyl)-N,N'-dioctyl-3:4,9:10-perylenetetracarboxydiimide 
• 1379575-23-1 1,6-bis(4-cyanophenyl)-N,N'-dioctyl-3:4,9:10-perylenetetracarboxydiimide 
• 1352718-26-3 1,7-bis(4-nitrophenyl)-N,N'-dioctyl-3:4,9:10-perylenetetracarboxydiimide 
• 1379575-21-9 1,6-bis(4-nitrophenyl)-N,N'-dioctyl-3:4,9:10-perylenetetracarboxydiimide 
• 1379575-17-3 1,7-bis[4-(dimethylamino)phenyl]-N,N'-dioctyl-3:4,9:10-perylenetetracarboxydiimide 
• 1379575-18-4 1,6-bis[4-(dimethylamino)phenyl]-N,N'-dioctyl-3:4,9:10-perylenetetracarboxydiimide 
• 1456722-79-4 5,12-bis(4-([2,2′:6′,2″-terpyridin]-4′-yl)phenyl)-2,9-dioctylanthra[2,1,9-def:6,5,10-d′e′f ′]diisoquinoline-1,3,8,10(2H,9H)tetraone 

Relevant articles and documents

Tuning orbital energetics in arylene diimide semiconductors. Materials design for ambient stability of n-type charge transport

Structural and electronic criteria for ambient stability in n-type organic materials for organic field-effect transistors (OFETs) are investigated by systematically varying LUMO energetics and molecular substituents of arylene diimide-based materials. Six OFETs on n+-Si/SiO2 substrates exhibit OFET response parameters as follows: N,N′-bis(n-octyl) perylene-3,4:9, 10-bis(dicarboximide) (PDI-8): μ = 0.32 cm2 V -1 s-1 Vth = 55 V, Ion/I off = 105; N,N′-bis(n-octyl)-1,7- and N,N′-bis(n-octyl)-1,6-dibromoperylene-3,4:9, 10-bis-(dicarboximide) (PDI-8Br2): μ = 3×10-5 cm2 V -1 s-1, Vth = 62 V, Ion/Ioff = 103; N,N′-bis(n-octyl)-1,6,7,12-tetrachloroperylene-3,4:9,10- bis(dicarboximide) (PDI-8Cl4): μ = 4 × 10-3 cm2 V-1 s_1, Vth = 37 V, I on/Ioff = 104; N,N′-bis(n-octyl)-2- cyanonaphthalene-1,4,5,8-bis(dicarboximide) (NDI-8CN): μ = 4.7 × 10-3 cm2 V-1 s-1, Vth = 28, Ion/Ioff = 105; N,N′-bis(n-octyl)-1, 7- and N,N′-bis(n-octyl)-1,6-dicyanoperylene-3,4:9,10-bis-(dicarboximide) (PDI-8CN2): μ = 0.13 cm2 V-1 s 1, Vth = -14 V, Ion/Ioff = 103; and N,N′-bis(n-octyl)-2,6-dicyanonaphthalene-1,4,5,8-bis(dicarboximide) (NDI-8CN2): μ = 0.15 cm2 V-1 s_1, Vth = -37 V, Ion/Ioff = 102. Analysis of the molecular geometries and energetics in these materials reveals a correlation between electron mobility and substituent-induced arylene core distortion, while Vth and I0ff are generally affected by LUMO energetics. Our findings also indicate that resistance to ambient charge carrier trapping observed in films of N-(n-octyl)arylene diimides occurs at a molecular reduction potential more positive than ～ -0.1 V (vs SCE). OFET threshold voltage shifts between vacuum and ambient atmosphere operation suggest that, at Ered1 13 cm-2, while, for semiconductors with Ered1 > -0.1 V, the trap density increase is negligible. OFETs fabricated with the present n-type materials having E red1 > -0.1 V operate at conventional gate biases with minimal hysteresis in air. This reduction potential corresponds to an overpotential for the reaction of the charge carriers with O2 of ～0.6 V. N,N′-1H,1H-Perfluorobutyl derivatives of the perylene-based semiconductors were also synthesized and used to fabricate OFETs, resulting in air-stable devices for all fluorocarbon-substituted materials, despite generally having Ered1 2 barrier mechanism. OFET cycling measurements in air for dicyanated vs fluorinated materials demonstrate that energetic stabilization of the charge carriers results in greater device longevity in comparison to the OFET degradation observed in air-stable semiconductors with fluorocarbon barriers.

NARROW ABSORPTION POLYMER NANOPARTICLES AND RELATED METHODS

Polymers, monomers, narrow-band absorbing polymers, narrow-band absorbing monomers, absorbing units, polymer dots, and related methods are provided. Bright, luminescent polymer nanoparticles with narrow-band absorptions are provided. Methods for synthesizing absorbing monomers, methods for synthesizing the polymers, preparation methods for forming the polymer nanoparticles, and applications for using the polymer nanoparticles are also provided.

Synthesis, mesomorphic and photophysical properties of novel triads and pentads of perylene liquid crystals with cholesterol units at the bay-position

Series of triads and pentads of perylene derivatives with two cholesterol units at the bay-position or four cholesterol units on both bay-position and imide position were designed and synthesized in yields of 55-65%. The influence of the different number and position of cholesterol substituents on mesomorphic properties and photophysical properties was studied. The results suggested that, in comparison with similar perylene derivatives with alkyl units at the imide position, the perylene liquid crystals with alkyl units at the bay-positions not only maintained excellent mesomorphic properties but also enhanced the fluorescence greatly. More cholesterol units resulted in a lower mesophase temperature, wider phase transfer temperature range, and higher fluorescence. A long spacer between perylene and cholesterol units led to more excellent mesomorphic properties and higher fluorescence.