N,N'-1,3-Phenylenedimaleimide

Base Information

• Chemical Name: N,N'-1,3-Phenylenedimaleimide
• CAS No.: 3006-93-7
• Deprecated CAS: 116899-38-8,188855-93-8,1289634-93-0,1323144-31-5,1289634-93-0,188855-93-8
• Molecular Formula: C14H8N2O4
• Molecular Weight: 268.229
• Hs Code.: 38220090
• European Community (EC) Number: 221-112-8
• NSC Number: 19639
• UNII: MD8KF155CT
• DSSTox Substance ID: DTXSID3044415
• Nikkaji Number: J12.979H
• Wikidata: Q27283915
• ChEMBL ID: CHEMBL573689
• Mol file: 3006-93-7.mol

Synonyms:3006-93-7;N,N'-1,3-Phenylenedimaleimide;m-Dimaleimidobenzene;m-Phenylenedimaleimide;N,N'-1,3-Phenylene bismaleimide;m-Phenylenebismaleimide;1,3-Dimaleimidobenzene;N,N'-m-Phenylenedimaleimide;1,3-Bismaleimidobenzene;1,3-Phenylenebismaleimide;HVA 2;M-Phdm;1H-Pyrrole-2,5-dione, 1,1'-(1,3-phenylene)bis-;N,N'-m-Phenylenemaleimide;HVA-2 curing agent;N,N-1,3-Phenylenedimaleimide;N,N'-(m-Phenylene)bismaleimide;N.N-m-phenylene dimaleimide;NSC 19639;1-[3-(2,5-dioxopyrrol-1-yl)phenyl]pyrrole-2,5-dione;NN'-13-Phenylenedimaleimide;N,N'-(m-Phenylenedimaleimide);Maleimide, N,N'-m-phenylenedi-;N,N'-(1,3-Phenylene)dimaleimide;phenyl-1,3-bismaleimide;1-[3-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)phenyl]-2,5-dihydro-1H-pyrrole-2,5-dione;EINECS 221-112-8;1,1'-(m-Phenylene)bis-1H-pyrrole-2,5-dione;1H-Pyrrole-2,5-dione, 1,1'-(phenylene)bis-;UNII-MD8KF155CT;1,1'-(1,3-Phenylene)bis-1H-pyrrole-2,5-dione;1,1'-(1,3-Phenylene)bis(1H-pyrrole-2,5-dione);BRN 0249503;MD8KF155CT;N,N'-m-phenylene bismaleimide;CHEMBL573689;DTXSID3044415;N,N'-1,3-Phenylenebismaleimide;NSC-19639;MALEIMIDE, N,N'-(m-PHENYLENE)DI-;1,1'-(Benzene-1,3-diyl)bis(1H-pyrrole-2,5-dione);N,N-1,3-Phenylene bismaleimide;N,N''-1,3-Phenylenedimaleimide;Vanax MBM;BMI-MP;m-Phenylenedi(maleimide);N,3-Phenylenedimaleimide;m-Phenylenebis(maleimide);N,N'-m-Phenyledimaleimide;Maleimide,N'-m-phenylenedi-;SCHEMBL94730;N,N'-Meta-phenylenedimaleimide;N,N'-1,3-Bismaleimidobenzene;n,n'-m-phenylenebis(maleimide);DTXCID1024415;BCP25887;BMI 3000;N,N\'-1,3-Phenylene bismaleimide;NSC19639;Tox21_303753;WLN: T5VNVJ BR C- BT5VNVJ;BDBM50300347;GEO-03119;GP-204;MFCD00022569;STK386206;AKOS004115393;PS-5627;N,N'-(1,3-Phenylene)bis(maleinimide);NCGC00356976-01;LS-88699;CAS-3006-93-7;N,N'-(1,3-Phenylene)dimaleimide, 97%;CS-0156891;FT-0629595;P0976;1H-Pyrrole-2, 1,1'-(1,3-phenylene)bis-;E81954;A820173;A936937;1,1'-benzene-1,3-diylbis(1H-pyrrole-2,5-dione);Q-201424;1,1'-(Benzene-1,3-diyl)bis(1H-pyrrole-2,5-dione;Q27283915;1-[3-(2,5-dioxo-1-pyrrolyl)phenyl]pyrrole-2,5-dione;3-PIPERIDINECARBOXYLICACID,5-METHYL-2-OXO-,ETHYLESTER;1-[3-[2,5-bis(oxidanylidene)pyrrol-1-yl]phenyl]pyrrole-2,5-dione;37453-16-0

Chemical Property of N,N'-1,3-Phenylenedimaleimide

Chemical Property:

• Appearance/Colour: yellow crystalline powder
• Vapor Pressure: 0Pa at 25℃
• Melting Point: 198-201 °C(lit.)
• Refractive Index: 1.5910 (estimate)
• Boiling Point: 499.3 °C at 760 mmHg
• PKA: -1.67±0.20(Predicted)
• Flash Point: 250.7 °C
• PSA: 74.76000
• Density: 1.567 g/cm³
• LogP: 0.67540
• Storage Temp.: Poison room
• Water Solubility.: negligible soluble
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 268.04840674
• Heavy Atom Count: 20
• Complexity: 480

Purity/Quality:

99% ^*data from raw suppliers

1,1''-(Benzene-1,3-diyl)bis(1H-pyrrole-2,5-dione) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi, T, T+
• Hazard Codes: T,Xi,T+
• Statements: 23/24/25-36/37/38-26-22
• Safety Statements: 27-28-36/37/39-45-38-28A

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Plastics & Rubber -> Curing Agents (Aromatic)
• Canonical SMILES: C1=CC(=CC(=C1)N2C(=O)C=CC2=O)N3C(=O)C=CC3=O
• Uses: rubber vulcanizing agent; rubber crosslinkimg agent N,N'-1,3-Phenylene bismaleimide and sulfur coordination to prevent reversion to improve the heat resistance, reduce heat, anti-aging, improve adhesion of the rubber and tire cord and vulcanized rubber modulus.PDM is a non-sulfur vulcanizing agents solve copper wire and copper electrical contacts because of sulfur vulcanizing agent to generate black copper sulfide pollution problems.

Technology Process of N,N'-1,3-Phenylenedimaleimide

There total 5 articles about N,N'-1,3-Phenylenedimaleimide 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: 84.0%

maleic anhydride (108-31-6) + magnesium(II) acetate tetrahydrate (16674-78-5) → N,N'-(1,3-phenylene)dimaleimide (3006-93-7)

Guidance literature:

With acetic anhydride; In water; acetone;

Reference yield:

maleic anhydride (108-31-6) + m-phenylenediamine (108-45-2,64554-26-3,76583-20-5) → N,N'-(1,3-phenylene)dimaleimide (3006-93-7)

Guidance literature:

In ethyl acetate; toluene; at 60 ℃; for 5h; Time; Temperature;

Reference yield:

S01819 (13161-99-4,36847-98-0) → N,N'-(1,3-phenylene)dimaleimide (3006-93-7)

Guidance literature:

With sulfuric acid; toluene-4-sulfonic acid; Reflux;

upstream raw materials:

maleic anhydride

magnesium(II) acetate tetrahydrate

m-phenylenediamine

S₀₁₈₁₉

Downstream raw materials:

C₃₆H₂₄N₂O₆

Refernces

• 1、 -. "N, inter-N' - phenylene bismaleimide and its preparation method". Paragraph 0016; 0017; 0018; 0019; 0020; 0021; 0022-0030. . Retrieved 2017/05/10.
• 2、 -. "Functional monomaleimide and thermosetting composition therefrom". . . Retrieved 2008/06/13.