2,2-Bis[4-(4-aminophenoxy)phenyl]propane Chemical Properties

Melting point:

127-130 °C(lit.)

Boiling point:

587.1±50.0 °C(Predicted)

Density 

1.178±0.06 g/cm3(Predicted)

vapor pressure 

0-0Pa at 20-25℃

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

form 

Solid:particulate/powder

pka

5.16±0.10(Predicted)

Water Solubility 

Very slightly soluble in water. Soluble in acetone, Dimethyl sulfoxide(DMSO).

InChI

InChI=1S/C27H26N2O2/c1-27(2,19-3-11-23(12-4-19)30-25-15-7-21(28)8-16-25)20-5-13-24(14-6-20)31-26-17-9-22(29)10-18-26/h3-18H,28-29H2,1-2H3

InChIKey

KMKWGXGSGPYISJ-UHFFFAOYSA-N

SMILES

C(C1=CC=C(OC2=CC=C(N)C=C2)C=C1)(C1=CC=C(OC2=CC=C(N)C=C2)C=C1)(C)C

LogP

4.3-4.9 at 35℃ and pH7

CAS DataBase Reference

13080-86-9(CAS DataBase Reference)

EPA Substance Registry System

Benzenamine, 4,4'-[(1-methylethylidene)bis(4,1-phenyleneoxy)]bis- (13080-86-9)

Safety Information

Hazard Codes 

Xn,Xi

Risk Statements 

22-36/37/38

Safety Statements 

26-36

WGK Germany 

3

RTECS 

CY1062500

TSCA 

Yes

HS Code 

29222990

MSDS

• Language:English Provider:SigmaAldrich

2,2-Bis[4-(4-aminophenoxy)phenyl]propane Usage And Synthesis

Description

2,2-Bis[4-(4-aminophenoxy)phenyl]propane (BAPP), also known as 4,4'-(4,4'-Isopropylidenediphenyl-1,1'-diyldioxy)dianiline, is a diamino monomer with a diphenoxy-phenyl core. Since the molecule has two amine groups at both ends, it can be cross-linked with carboxylic acids or carboxylic dianhydrides to synthesize polyimides. It is commonly as a monomer for the preparation of polyimides in application of batteries, fuel cells, low dielectric materials and OLEDs.

Chemical Properties

4,4'-(4,4'-Isopropylidenediphenyl-1,1'-diyldioxy)dianiline (2,2-Bis[4-(4-aminophenoxy)phenyl]propane) is white solid

Uses

4,4'-(4,4'-Isopropylidenediphenyl-1,1'-diyldioxy)dianiline is used for preparation polyimide and epoxy resin material.

Uses

It is applied in pharmaceutical industry.

Application

2,2-Bis[4-(4-aminophenoxy)phenyl] propane (BAPP) can be used for:
(1) Preparation of polyimides. The glass transition temperature of this new polyimide is about 225-230°C. It has the typical yield of thermoplastic polymers. It has a typical thermoplastic polymer yield behaviour, which is very different from other polyimides. The elongation at break was 6% and 29% for polyamide and polyimide, respectively.
(2) Curing epoxy resin (ER) and poly(?-caprolactone) (PCL) for the preparation of crystalline thermoset blends.
(3) Constructing dental resin composites.

Synthesis

2,2‐Bis[4‐(4‐aminophenoxy)phenyl] propane (BAPP), as a monomer to prepare polyimide, was synthesized from Bisphenol A and p‐chloronitrobenzene via the nucleophilic substitution reaction^[1].

References

[1] CUILI KONG. Synthesis, Structures and Properties of Polyimide Based on 2,2′‐Bis(4‐aminophenoxy phenyl) Propane[J]. Journal of Macromolecular Science, Part A, 2006. DOI:10.1080/10601320600941086.

2,2-Bis[4-(4-aminophenoxy)phenyl]propane(13080-86-9)Related Product Information

• Phenyltriethoxysilane
• 4-Aminobenzoic acid
• 4-Amino-benzenesulfonic acid monosodium salt
• Diphenyl ether
• 2,2-Dimethoxypropane
• Trimethoxyphenylsilane
• PHENYL VALERATE
• Phenyl salicylate
• Propane
• PHENYL RESIN
• Phenylacetic acid
• Bisphenol A
• 4-CUMYLPHENOL
• 4-AMINO-4'-TERT BUTYL DIPHENYL ETHER
• 4-AMINO-4'-METHYLDIPHENYL ETHER
• 4-Phenoxyaniline
• Bis[4-(4-aminophenoxy)phenyl]sulfone
• Diphenyl sulfone