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1,3-Bis(4-aMinophenoxy)benzene

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1,3-Bis(4-aMinophenoxy)benzene Basic information

Product Name:
1,3-Bis(4-aMinophenoxy)benzene
Synonyms:
  • 4,4-(1,3-PHENEDIOXY)DIANILINE
  • Benzenamine, 4,4'-[1,3-phenylenebis(oxy)]bis-
  • 4,4'-[1,3-phenylenebis(oxy)]dianiline
  • 4,4'-(m-Phenylenebisoxy)bis(aniline)
  • 4,4'-(m-Phenylenebisoxy)dianiline
  • 4,4'-(m-Phenylenedioxy)bisaniline
  • RESORCINOL BIS(4-AMINOPHENYL) ETHER
  • TPE-R
CAS:
2479-46-1
MF:
C18H16N2O2
MW:
292.33
EINECS:
628-902-5
Product Categories:
  • Amine Monomers
  • Monomers
  • Electronic Chemicals
  • Miscellaneous
  • Diphenyl Ethers (for High-Performance Polymer Research)
  • Primary Amines
  • Functional Materials
  • Reagent for High-Performance Polymer Research
  • 2479-46-1
Mol File:
2479-46-1.mol
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1,3-Bis(4-aMinophenoxy)benzene Chemical Properties

Melting point:
115-118 °C(lit.)
Boiling point:
434.27°C (rough estimate)
Density 
1.1925 (rough estimate)
refractive index 
1.5700 (estimate)
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
solubility 
very faint turbidity in Acetonitrile
form 
powder to crystal
pka
5.06±0.10(Predicted)
color 
White to Brown
InChI
InChI=1S/C18H16N2O2/c19-13-4-8-15(9-5-13)21-17-2-1-3-18(12-17)22-16-10-6-14(20)7-11-16/h1-12H,19-20H2
InChIKey
WUPRYUDHUFLKFL-UHFFFAOYSA-N
SMILES
C1(OC2=CC=C(N)C=C2)=CC=CC(OC2=CC=C(N)C=C2)=C1
CAS DataBase Reference
2479-46-1(CAS DataBase Reference)
EPA Substance Registry System
Benzenamine, 4,4'-[1,3-phenylenebis(oxy)]bis- (2479-46-1)
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Safety Information

Hazard Codes 
Xn
Risk Statements 
22-36/37/38
Safety Statements 
26-36
WGK Germany 
3
RTECS 
BY8236000
HS Code 
29222990

MSDS

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1,3-Bis(4-aMinophenoxy)benzene Usage And Synthesis

Chemical Properties

Light yellow powder

Uses

1,3-Bis(4'-aminophenoxyl)benzene be used for the preparation of a polyimide material.

Application

1,3-Bis(4-aMinophenoxy)benzene (TPE-R) is a phenyl ether derivative with two anilines in the terminal closure. It has the following applications:
(1) TPE-R with BPDA and BPDA can be used to prepare a series of polyimide oligomer (Oligo-PI) resins with controlled molecular weights through polymerisation reactions. Oligo-PI resins have an asymmetric and amorphous structure, which allows for better processing of composite materials.
(2) TPE-R copolymerised with other monomers (e.g. PEG) for the manufacture of fuel cell membranes with high ionic conductivity (210 mS/cm) and sufficient thermal stability (up to 140 °C).
(3) Polyimide composites prepared from TPE-R and titanate nanotubes can be used for electromagnetic shielding at microwave frequencies.
(4) TPE-R as an aromatic ligand can be crystallised with a variety of transition metals to form 0D, 1D and 2D coordination metal polymers, which can be used for sensing nitroaromatic compounds.
(5) TPE-R reacts with polydimethylsiloxanes with varying degrees of chloromethyl side functionalisation to form sec-amides and undergo cross-linking to form two networks, a siloxane-organic network and a silica network.

Toxicity evaluation

orl-mus LD50:1240 mg/kg; orl-rat LD50:1378 mg/kg; ora-rat LD50:690 mg/kg [pubchem].

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