2,2-Bis(3-amino-4-hydroxyphenyl)hexafluoropropane Chemical Properties

Melting point:

245-248 °C (lit.)

Boiling point:

411.3±45.0 °C(Predicted)

Density 

1.545±0.06 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2–8 °C

solubility 

DMSO (Slightly), Methanol (Slightly)

form 

Solid

pka

9.07±0.10(Predicted)

color 

White to Off-White

InChI

InChI=1S/C15H12F6N2O2/c16-14(17,18)13(15(19,20)21,7-1-3-11(24)9(22)5-7)8-2-4-12(25)10(23)6-8/h1-6,24-25H,22-23H2

InChIKey

MSTZGVRUOMBULC-UHFFFAOYSA-N

SMILES

C(C1=CC=C(O)C(N)=C1)(C1=CC=C(O)C(N)=C1)(C(F)(F)F)C(F)(F)F

CAS DataBase Reference

83558-87-6(CAS DataBase Reference)

EPA Substance Registry System

Phenol, 4,4'-[2,2,2-trifluoro-1-(trifluoromethyl)ethylidene]bis[2-amino- (83558-87-6)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

Hazard Note 

Irritant

HS Code 

29222990

MSDS

• Language:English Provider:SigmaAldrich

2,2-Bis(3-amino-4-hydroxyphenyl)hexafluoropropane Usage And Synthesis

Description

2,2-Bis(3-amino-4-hydroxyphenyl)hexafluoropropane (6FAP) is white crystal. Its boiling point and density are expected to be 411.3±45.0 °C and 1.545±0.06 g/cm3, respectively. It is slightly soluble in DMSO and methanol.The product is non-toxic and can be stored at room temperature away from light and air.

Synthesis

30 g two (3-nitro-4-hydroxyphenyl) hexafluoropropanes are dropped into the 1000 mL autoclave, add 300 g DMF and 1.5 g palladium/carbon (the mass fraction of palladium in the palladium/carbon is 5%), press hydrogen to 1MPa, open stirring and be warmed up to 70 ℃, stop reaction after two (3-nitro-4-hydroxyphenyl) hexafluoropropane content＜0.1%, target product two (3-amino-4-hydroxyphenyl) hexafluoropropane Fluoropropane gas phase content is 98%, and the system is black, and the temperature of the still is lowered to room temperature, filtered, and the filtrate is de-dried under reduced pressure at 70-80°C to obtain bis(3-amino-4-hydroxyphenyl) hexafluoropropane crude product , the crude product is recrystallized, the recrystallization solvent is water and DMF, and the mass ratio of bis(3-amino-4-hydroxyphenyl)hexafluoropropane, water and DMF is 1:4:2.
First, the bis(3-nitro-4-hydroxyphenyl) hexafluoropropane crude product is mixed with the recrystallization solvent to increase the still temperature to 60 °C and stir, and then the still temperature is reduced to 10-20 °C for crystallization, filtered, After drying, 25.4 g of pure bis(3-nitro-4-hydroxyphenyl)hexafluoropropane was obtained. The yield of bis(3-amino-4-hydroxyphenyl)hexafluoropropane was 98.3% and the purity was 99.6%. 1H-NMR (400MHz, D6-DMSO) δ (ppm): 4.64 (s, 4H), 6.42 (d, 2H), 7.57 (s, 2H), 6.65 (d, 2H), 9.36 (s, 2H). 19F-NMR (400MHz, D6-DMSO) δ (ppm): -62.78. [1].

Physical properties

White powder

Uses

2,2-bis(3-amino-4-hydroxyphenyl)hexafluoropropane（BisAPAF） is a polyimide monomer.It is mairly used in the aynthesis of the heat resisting polymers,especially in the manufacture of specialty polymeoric electronic material-fluorinated polyimides.

General Description

2,2-Bis(3-amino-4-hydroxyphenyl)hexafluoropropane, also referred to as 4,4′-(1,1,1,3,3,3-hexafluoro-2,2-propanediyl)bis(2-aminophenol), is an aromatic diamine.

2,2-Bis(3-amino-4-hydroxyphenyl)hexafluoropropane(83558-87-6)Related Product Information

• Glycerol
• 3,4'-DIAMINODIPHENYLMETHANE
• Hexafluoropropylene oxide
• ALTRENOGEST
• Glycine
• Tris(hydroxymethyl)aminomethane
• 1,1,1,2,2,3-HEXAFLUOROPROPANE
• 1,1,1,2,3,3,3-Heptafluoropropane
• 3,3'-DIAMINODIPHENYLMETHANE
• 3-Amino-6-morpholinopyridine
• 1,1,1,3,3,3-Hexafluoropropane
• 4-CUMYLPHENOL
• 2,2-Bis(3-amino-4-hydroxyphenyl)propane
• Hexafluorobisphenol A
• Bisphenol A
• 2-Amino-4-tert-butylphenol
• PERFLUOROPROPANE
• hexafluoro-2,2-diphenylpropane