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412805

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

Synonym(s):

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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Size/SKUAvailabilityPrice
100 mL
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$94.40
500 mL
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$316.00

About This Item

Empirical Formula (Hill Notation):
C25H30N2O4
CAS Number:
Molecular Weight:
422.52
NACRES:
NA.23
PubChem Substance ID:
UNSPSC Code:
12162002
EC Number:
249-204-3
MDL number:

$94.40


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form

viscous liquid

Quality Segment

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

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.

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.

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This Item
M44451146072M7279
description

-

description

97.5% (GC)

description

99%

description

powder, Molecular Biology, suitable for electrophoresis, ≥99.5%

density

1.15 g/mL at 25 °C (lit.)

density

-

density

-

density

-

refractive index

n20/D 1.601 (lit.)

refractive index

-

refractive index

-

refractive index

-

form

viscous liquid

form

powder, crystals or chunks

form

powder

form

powder

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

200


Signal Word

Warning

Hazard Codes

Hazard Classifications

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

Storage Class

10 - Combustible liquids

WGK

WGK 2

PPE (personal protective equipment)

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



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Questions

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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