4,9-DibroMo-2,7-bis(2-octyldodecyl)benzo[lMn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetraone

Base Information

• Chemical Name: 4,9-DibroMo-2,7-bis(2-octyldodecyl)benzo[lMn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetraone
• CAS No.: 1100243-35-3
• Molecular Formula: C₅₄H₈₄Br₂N₂O₄
• Molecular Weight: 985.08
• Mol file: 1100243-35-3.mol

Synonyms:4,9-DibroMo-2,7-bis(2-octyldodecyl)benzo[lMn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetraone

Chemical Property of 4,9-DibroMo-2,7-bis(2-octyldodecyl)benzo[lMn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetraone

Chemical Property:

• Boiling Point: 894.5±65.0 °C(Predicted)
• PKA: -3.56±0.20(Predicted)
• Density: 1.155±0.06 g/cm3(Predicted)
• Storage Temp.: Inert atmosphere,Room Temperature

Purity/Quality:

97% ^*data from raw suppliers

4,9-Dibromo-2,7-bis(2-octyldodecyl)benzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetraone 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: With large branched side-chains,?4,9-Dibromo-2,7-bis(2-octyldodecyl)benzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetraone (also known as NDI2OD-Br2) adds solubility to the polymer semiconductors by functioning as repeating units in the back-bone. Also, polymers with NDI2OD-Br2 have the tendency to crystallise?when they are built into films to boost device performance.

Technology Process of 4,9-DibroMo-2,7-bis(2-octyldodecyl)benzo[lMn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetraone

There total 1 articles about 4,9-DibroMo-2,7-bis(2-octyldodecyl)benzo[lMn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetraone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 37.0%

2-octyldodecylamine (62281-06-5) + 2,6-dibromo-1,4,5,8-naphthalenetetracarboxylic acid dianhydride (83204-68-6) → 4,9-dibromo-2,7-bis(2-octyldodecyl)benzo[lmn][3,8]phenanthroline-1,3,6,8-(2H,7H)-tetraone (1100243-35-3)

Guidance literature:

With propionic acid; at 140 ℃;

DOI:10.1002/pola.28747

Reference yield: 89.0%

4,9-dibromo-2,7-bis(2-octyldodecyl)benzo[lmn][3,8]phenanthroline-1,3,6,8-(2H,7H)-tetraone (1100243-35-3) + tributylstannylethynylbenzene (3757-88-8) → C70H94N2O4 (1426582-15-1)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In toluene; for 2.5h; Inert atmosphere; Reflux;

DOI:10.1021/jo302677k

Reference yield: 88.0%

4,9-dibromo-2,7-bis(2-octyldodecyl)benzo[lmn][3,8]phenanthroline-1,3,6,8-(2H,7H)-tetraone (1100243-35-3) + 2-(3,4,5-trifluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (827614-70-0) → N,N'-bis(2-octyldodecyl)-2,6-bis(3,4,5-trifluorophenyl)naphthalene-1,8,4,5-bis(dicarboximide)

Guidance literature:

4,9-dibromo-2,7-bis(2-octyldodecyl)benzo[lmn][3,8]phenanthroline-1,3,6,8-(2H,7H)-tetraone; 2-(3,4.5-trifluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; sodium carbonate; triphenylphosphine; In 1,4-dioxane; for 0.166667h; Inert atmosphere;

In 1,4-dioxane; water; at 100 ℃; for 24h;

DOI:10.1039/c9tc00721k

upstream raw materials:

2-octyldodecylamine

2,6-dibromo-1,4,5,8-naphthalenetetracarboxylic acid dianhydride

Downstream raw materials:

C₇₀H₉₆N₄O₂

C₉₄H₁₁₂N₄O₄

C₇₀H₉₄N₂O₄

C₇₂H₉₂F₆N₂O₄