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Merck
CN

412813

N,N-Diglycidyl-4-glycidyloxyaniline

Synonym(s):

4-(Diglycidylamino)phenyl glycidyl ether, 4-Glycidyloxy-N ,N -diglycidylaniline, N ,N ,o -Triglycidyl-p -aminophenol, p -(Diglycidylamino)phenyl glycidyl ether

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About This Item

Empirical Formula (Hill Notation):
C15H19NO4
CAS Number:
Molecular Weight:
277.32
NACRES:
NA.23
PubChem Substance ID:
UNSPSC Code:
12162002
EC Number:
225-716-2
MDL number:
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Quality Level

InChI key

AHIPJALLQVEEQF-UHFFFAOYSA-N

InChI

1S/C15H19NO4/c1-3-12(17-9-15-10-20-15)4-2-11(1)16(5-13-7-18-13)6-14-8-19-14/h1-4,13-15H,5-10H2

SMILES string

C1OC1COc2ccc(cc2)N(CC3CO3)CC4CO4

form

liquid

refractive index

n20/D 1.567 (lit.)

density

1.22 g/mL at 25 °C (lit.)

storage temp.

2-8°C

Application

N,N-Diglycidyl-4-glycidyloxyaniline can be used:
  • As a precursor to synthesize rigid-flexible epoxy shape memory polymers through thiol-epoxy click-reaction. It helps to enhance the mechanical properties of the epoxy material.
  • As a cross linker to synthesize high molecular weight redox polymer to fabricate electrochemical sensors for glucose monitoring devices.
  • As a precursor to synthesize amine sorbent pellets for CO2 capture.

General description

N,N-Diglycidyl-4-glycidyloxyaniline (DGA) is a versatile epoxy compound characterized by its two reactive epoxy groups, which enable efficient cross-linking and polymerization. This unique structure imparts significant thermal stability, mechanical strength, and hydrophilicity, making DGA suitable for various applications, including polymer synthesis, medical devices, and drug delivery systems.

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Warning

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 2 - Muta. 2 - Skin Sens. 1 - STOT RE 2

Storage Class

10 - Combustible liquids

wgk

WGK 2

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

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


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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
Giovanni Fortunato et al.
Polymers, 11(6) (2019-06-09)
Efficient and comprehensive recycling of fiber-reinforced thermosets is particularly challenging, since the irreversible degradation of the matrix component is necessary in order to separate the fiber component in high purity. In this work, a new approach to fully recyclable thermoset

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