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Merck
모든 사진(1)

주요 문서

412805

Sigma-Aldrich

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

동의어(들):

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

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About This Item

실험식(Hill 표기법):
C25H30N2O4
CAS Number:
Molecular Weight:
422.52
EC Number:
MDL number:
UNSPSC 코드:
12162002
PubChem Substance ID:
NACRES:
NA.23

양식

viscous liquid

Quality Level

refractive index

n20/D 1.601 (lit.)

density

1.15 g/mL at 25 °C (lit.)

SMILES string

C1OC1CN(CC2CO2)c3ccc(Cc4ccc(cc4)N(CC5CO5)CC6CO6)cc3

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

일반 설명

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.

애플리케이션

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.

픽토그램

Health hazardExclamation markEnvironment

신호어

Warning

유해 및 위험 성명서

Hazard Classifications

Aquatic Chronic 2 - Muta. 2 - Skin Sens. 1

Storage Class Code

10 - Combustible liquids

WGK

WGK 2

개인 보호 장비

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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문서 라이브러리 방문

D Burrows et al.
Contact dermatitis, 11(2), 80-82 (1984-08-01)
An outbreak of dermatitis occurred in an aircraft factory using epoxy resin composite material. Of 25 operatives, 14 gave positive patch test reactions to the composite material and/or diglycidylether of bisphenol A (DGEBA), tetraglycidyl-4,4'-methylene dianiline (TGMDA), and o-diglycidyl phthalate. This
L Kanerva et al.
Dermatology (Basel, Switzerland), 201(1), 29-33 (2000-09-06)
Very little is known about allergic contact dermatitis (ACD) from preimpregnated epoxy products (prepregs). To describe a patient with occupational ACD from prepregs, and report new quantitative data on the content of prepregs. A laminator developed work-related vesicular hand dermatitis.
F Ayala et al.
Contact dermatitis, 22(5), 262-266 (1990-05-01)
Thin-layer chromatography, column chromatography, mass spectrometry and nuclear magnetic resonance were used to investigate the chemical constituents and haptens responsible in 2 different circumstances where allergic contact dermatitis from composite materials was suspected. In an aircraft factory where epoxy resins
Michael Giebler et al.
Polymers, 12(5) (2020-05-21)
Epoxy-anhydride vitrimers are covalent adaptable networks, which undergo associative bond exchange reactions at elevated temperature. Their service temperature is influenced by the glass transition temperature (Tg) as well as the topology freezing transition temperature (Tv), at which the covalent bond

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