4,4-BISMALEIMIDODIPHENYLETHER(44ODA/BMI)

Base Information

• Chemical Name: 4,4-BISMALEIMIDODIPHENYLETHER(44ODA/BMI)
• CAS No.: 13132-94-0
• Molecular Formula: C20H12 N2 O5
• Molecular Weight: 360.326
• Hs Code.: 29251900
• Mol file: 13132-94-0.mol

Synonyms:Maleimide,N,N'-(oxydi-p-phenylene)di- (7CI,8CI); 4,4'-Bismaleimidodiphenyl ether;4,4'-Diaminodiphenyl ether bismaleimide; 4,4'-Dimaleimidodiphenyl ether;4,4'-Diphenyl ether bismaleimide; 4,4'-Oxybis(N-phenylenemaleimide);4,4'-Oxybis(N-phenylmaleimide); Bis(4-maleimidophenyl) ether;N,N'-(Oxydi-4,1-phenylene)bismaleimide; N,N'-(Oxydi-p-phenylene)bis[maleimide];N,N'-(Oxydi-p-phenylene)dimaleimide; N,N'-4,4'-Diphenyl ether bismaleimide

Chemical Property of 4,4-BISMALEIMIDODIPHENYLETHER(44ODA/BMI)

Chemical Property:

• Melting Point: 180-181 °C
• Boiling Point: 574.7±35.0 °C(Predicted)
• PKA: -0.27±0.20(Predicted)
• PSA: 83.99000
• Density: 1.491±0.06 g/cm3(Predicted)
• LogP: 2.46770

Purity/Quality:

99%, ^*data from raw suppliers

1,1'-(Oxybis(4,1-phenylene))bis(1H-pyrrole-2,5-dione) 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4,4-BISMALEIMIDODIPHENYLETHER(44ODA/BMI)

There total 7 articles about 4,4-BISMALEIMIDODIPHENYLETHER(44ODA/BMI) 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: 96.0%

maleic anhydride (108-31-6) + 4,4'-oxydiphenylene diamine (101-80-4,121509-79-3) → 1,1'-(oxybis(4,1-phenylene))bis(1H-pyrrole-2,5-dione) (13132-94-0)

Guidance literature:

maleic anhydride; 4,4'-oxydiphenylene diamine; In acetone; for 0.166667h; Reflux;

With sodium acetate; acetic anhydride; In acetone; at 60 ℃;

DOI:10.1055/s-0036-1588664

Reference yield: 96.0%

C20H16N2O7 (35675-40-2) → 1,1'-(oxybis(4,1-phenylene))bis(1H-pyrrole-2,5-dione) (13132-94-0)

Guidance literature:

With ammonium peroxodisulfate; In 1,4-dioxane; dimethyl sulfoxide; at 100 ℃; for 7h;

DOI:10.3762/bjoc.11.113

Reference yield:

C20H18N2O7 → 1,1'-(oxybis(4,1-phenylene))bis(1H-pyrrole-2,5-dione) (13132-94-0)

Guidance literature:

With sodium acetate; acetic anhydride; triethylamine; at 40 - 64 ℃;

DOI:10.1016/j.saa.2013.03.080

upstream raw materials:

4,4'-diphenyloxadimaleamic acid

maleic anhydride

4,4'-oxydiphenylene diamine

C₂₀H₁₆N₂O₇

Downstream raw materials:

(3aR,6aR,3a'S,6a'S)-5,5'-[oxybis(4,1-phenylene)]bis[3a,6a-dihydro-3-(4-nitrophenyl)-1-phenylpyrrolo[3,4-c]pyrazole-4,6(1H,5H)-dione]

(3aR,6aR,3a'S,6a'S)-5,5'-[oxybis(4,1-phenylene)]bis[3-(4-bromophenyl)-3a,6a-dihydro-1-phenylpyrrolo[3,4-c]pyrazole-4,6(1H,5H)-dione]

(3aR,6aR,3a'S,6a'S)-5,5'-[oxybis(4,1-phenylene)]bis[3-(4-chlorophenyl)-3a,6a-dihydro-1-phenylpyrrolo[3,4-c]pyrazole-4,6(1H,5H)-dione]

(3aR,6aR,3a'S,6a'S)-5,5'-[oxybis(4,1-phenylene)]bis[3a,6a-dihydro-3-(4-methylphenyl)-1-phenylpyrrolo[3,4-c]pyrazole-4,6(1H,5H)-dione]

Refernces

• 1、 Song, Mengyao,Ma, Hanbing,Ren, Minghan,Ai, Zhaoquan,Li, Ming. "Diacetylene-Based C 2h-Symmetric Monomers for Two-Dimensional-Polymer Synthesis". . p. 445 - 450. Retrieved 2017.
• 2、 Garad, Dnyaneshwar N.,Tanpure, Subhash D.,Mhaske, Santosh B.. "Radical-mediated dehydrative preparation of cyclic imides using (NH4)2S2O8-DMSO: Application to the synthesis of vernakalant". . p. 1008 - 1016. Retrieved 2015/08/18.