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1,4-Bis(4-amino-2-trifluoromethylphenoxy)benzene

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1,4-Bis(4-amino-2-trifluoromethylphenoxy)benzene Basic information

Product Name:
1,4-Bis(4-amino-2-trifluoromethylphenoxy)benzene
Synonyms:
  • 4,4'-[1,4-PHENYLENEBIS(OXY)]BIS[3-(TRIFLUOROMETHYL]BENZENAMINE
  • 4,4'-[1,4-Phenylenebis(oxy)]bis[3-(trifluoromethyl)aniline]
  • 1,4-Bis(4-aMino-2-trifluoroMethylphenoxy)benzene(p-6FAPB)
  • 4-[4-[4-amino-2-(trifluoromethyl)phenoxy]phenoxy]-3-(trifluoromethyl)aniline
  • 1,4-Bis(4-amino-2-trifluoromethylphenoxy)benzene >
  • p-6FAPB
  • Benzenamine, 4,4'-[1,4-phenylenebis(oxy)]bis[3-(trifluoromethyl)-
  • 1,4-Bis(2-trifluoromethyl-4-amino phenoxy)benzene
CAS:
94525-05-0
MF:
C20H14F6N2O2
MW:
428.33
EINECS:
807-961-2
Product Categories:
  • PI
Mol File:
94525-05-0.mol
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1,4-Bis(4-amino-2-trifluoromethylphenoxy)benzene Chemical Properties

Melting point:
132.0 to 136.0 °C
Boiling point:
465.7±45.0 °C(Predicted)
Density 
1.417±0.06 g/cm3(Predicted)
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
solubility 
soluble in Methanol
form 
powder to crystal
pka
3.86±0.10(Predicted)
color 
White to Almost white
InChI
InChI=1S/C20H14F6N2O2/c21-19(22,23)15-9-11(27)1-7-17(15)29-13-3-5-14(6-4-13)30-18-8-2-12(28)10-16(18)20(24,25)26/h1-10H,27-28H2
InChIKey
LACZRKUWKHQVKS-UHFFFAOYSA-N
SMILES
C1(OC2=CC=C(N)C=C2C(F)(F)F)=CC=C(OC2=CC=C(N)C=C2C(F)(F)F)C=C1
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Safety Information

HS Code 
29222990
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1,4-Bis(4-amino-2-trifluoromethylphenoxy)benzene Usage And Synthesis

Description

1,4-Bis(4-amino-2-trifluoromethylphenoxy)benzene is an aminophenyl ether with two trifluoromethyl groups in the amine interstitial position is a precursor for the synthesis of polyimides, with high heat resistance (5% heat loss at 525°C), extraordinary mechanical properties (tensile strength >60 MPa, Young's modulus >4 GPa) and excellent insulating properties (breakdown strength >358 kV/mm). As a result, these polyimides can be used as insulating materials with low energy consumption. The spatial effect of the trifluoromethyl group reduces intermolecular aggregation, leading to a low refractive index and high transparency to the polyimide. The polyimides derived from 1,4-Bis(4-amino-2-trifluoromethylphenoxy)benzene can be used as interlayers for current collectors in high energy lithium-ion batteries. This type of current collectors improves 16–26% specific energy and can self-extinguish fires under short circuits.

Chemical Properties

This multi-functional diamine presents as a white to almost white crystalline powder. Store in a cool and dark place. 1,4-Bis(4-amino-2-trifluoromethylphenoxy)benzene is known to be incompatible with oxidizing agents and should not be stored or handled in their vicinity.

Uses

4,4'-[1,4-PHENYLENEBIS(OXY)]BIS[3-(TRIFLUOROMETHYL]BENZENAMINE can be used as organic synthesis intermediates and pharmaceutical intermediates, mainly used in laboratory research and development and chemical production processes.

Synthesis


The mixture of 0.1 mol 1,4-bis(4-amino-2-trifluoromethyl)-benzene, 0.1 mol ODPA and 200 ml DMAc were added intoa three-necked flask. The mixture was stairred at room temperature for 4 hours and to this mixture was slowly added 30 ml Triethylamine and 80 ml Acetic anhydride. The mixture continued to stir for 30 min and then heated at 120 ?? for 8 hours. The mixture cooled and poured into 800 ml ethanol. Filtered and dried to obtain the final product.

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