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4,4′-Methylenebis(N,N-diglycidylaniline)

ALDRICH/412805

Synonym: 4,4′-Methylenebis[N ,N -bis(oxiranylmethyl)aniline]; 4,4′-Methylenedianiline tetraglycidyl ether; N ,N ,N ′,N ′-Tetraglycidyl-4,4′-methylenebisbenzenamine; N ,N ,N ′,N ′-Tetraglycidyl-4,4′-methylenedianiline; Bis[4-(diglycidylamino)phenyl]methane

CAS Number: 28768-32-3
Empirical Formula (Hill Notation): C25H30N2O4
Molecular Weight: 422.52
EC Number: 249-204-3
MDL Number: MFCD00661161
Linear Formula: C25H30N2O4
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-412805-100ML 100 mL
$82.80
1/EA
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45-412805-500ML 500 mL
$283.00
1/EA
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density 1.15 g/mL at 25 °C (lit.)
form viscous liquid
InChI 1S/C25H30N2O4/c1-5-20(26(10-22-14-28-22)11-23-15-29-23)6-2-18(1)9-19-3-7-21(8-4-19)27(12-24-16-30-24)13-25-17-31-25/h1-8,22-25H,9-17H2
InChI key FAUAZXVRLVIARB-UHFFFAOYSA-N
refractive index n20/D 1.601 (lit.)
SMILES string C1OC1CN(CC2CO2)c3ccc(Cc4ccc(cc4)N(CC5CO5)CC6CO6)cc3
Application: 4,4′-Methylenebis(N,N-diglycidylaniline) can be used: • As a starting material to synthesize UV-curable tetra-functional epoxy acrylate (EA4), which is used as a crosslinker for UV-curable resins.
• In the synthesis of bismaleimide/diallyl bisphenol A (BMI/DBA)–epoxy interpenetrating network resins, which have potential applications in the aerospace and automotive industries because of their high thermal stability and low activation energy.
•  As a crosslinking agent in the production of biocompatible materials, such as hydrogels and other tissue engineering scaffolds. Its ability to form strong and stable crosslinks makes it valuable in the creation of medical devices, implants, and drug delivery systems. Additionally, it is utilized in the synthesis of biocompatible polymers and materials with tailored properties for biomedical applications.
4,4′-Methylenebis(N,N-diglycidylaniline) can be also used as a precursor to synthesize:• Poly(hexamethylene biguanide) based polymer networks which are applicable as catalysts for the transesterification of vegetable oils.
• Tetra-functional epoxy-acrylate UV curable resins.
It can also be used as a crosslinker to functionalize carbon nanotubes to improve their mechanical strength.
General description: 4,4′-Methylenebis(N,N-diglycidylaniline) (MDGA) is a bifunctional monomer possessing two epoxy groups (glycidyl groups) and two amine groups. It is commonly used as a monomer in the production of thermosetting polymers, particularly epoxy resins. MDGA-based epoxy resins can exhibit desirable properties such as high strength, chemical resistance, and thermal stability, which makes them suitable for a wide range of applications such as adhesives, coatings, composites, and electronic encapsulation.
Packaging: 100, 500 mL in poly bottle
Density 1.15 g/mL at 25 °C (lit.)
Refractive Index n20/D 1.601 (lit.)
UNSPSC 12162002

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