Description Synthesis
ChemicalBook > CAS DataBase List > 2,2-Bis(3-amino-4-hydroxyphenyl)hexafluoropropane

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

Description Synthesis
Product Name
2,2-Bis(3-amino-4-hydroxyphenyl)hexafluoropropane
CAS No.
83558-87-6
Chemical Name
2,2-Bis(3-amino-4-hydroxyphenyl)hexafluoropropane
Synonyms
6FAP;AHHFP;BAFA;4,4'-(Perfluoropropane-2,2-diyl)bis(2-aMinophenol);BAPAF;2,2-Bis(3-aMino-4-hydroxylphenyl)hexafluoropropane(6FAP);1,1-Bis(3-aMino-4-hydroxyphenyl)-2,2,2-trifluoro-1-(trifluoroMethyl)ethane;BIS-AP-AF;Bis-AP-AF2;Bis-AP-AF/6FAP
CBNumber
CB7397729
Molecular Formula
C15H12F6N2O2
Formula Weight
366.26
MOL File
83558-87-6.mol
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2,2-Bis(3-amino-4-hydroxyphenyl)hexafluoropropane Property

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)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
Hazard Note 
Irritant
HS Code 
29222990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
541710
Product name
2,2-Bis(3-amino-4-hydroxyphenyl)hexafluoropropane
Purity
97%
Packaging
5g
Price
$67.68
Updated
2024/03/01
TCI Chemical
Product number
B1415
Product name
2,2-Bis(3-amino-4-hydroxyphenyl)hexafluoropropane
Purity
>98.0%(T)
Packaging
5g
Price
$86
Updated
2024/03/01
TCI Chemical
Product number
B1415
Product name
2,2-Bis(3-amino-4-hydroxyphenyl)hexafluoropropane
Purity
>98.0%(T)
Packaging
25g
Price
$257
Updated
2024/03/01
TRC
Product number
B591980
Product name
2,2-Bis(3-Amino-4-hydroxyphenyl(hexafluoropropane))
Packaging
500mg
Price
$50
Updated
2021/12/16
AK Scientific
Product number
K997
Product name
2,2-Bis(3-amino-4-hydroxyphenyl)hexafluoropropane
Packaging
5g
Price
$17
Updated
2021/12/16
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2,2-Bis(3-amino-4-hydroxyphenyl)hexafluoropropane Chemical Properties,Usage,Production

Description

2,2-Bis(3-amino-4-hydroxyphenyl)hexafluoropropane (6FAP,83558-87-6) 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.

Application

2,2-Bis(3-amino-4-hydroxyphenyl)hexafluoropropane (Bis-AP-AF/6FAP) consists of two aminophenols bridged with a hexafluoropropane. The reaction of Bis-AP-AF and BTDA can be used to synthesise polyimide (PI) films. The tensile strength, tensile modulus and elongation at break of the PI films were significantly improved by 60Co irradiation with an optimum irradiation dose of 50 kGy. The maximum increments in tensile strength, tensile modulus and elongation at break of the irradiated PI films were 37.8%, 45.0% and 95.2%, respectively. The high proton conductivity and good chemical and thermal stability of these fluorinated films make them most suitable for use in fuel cell systems. In addition, Bis-AP-AF can be used to synthesise polybenzoxazole (TR-PBO) membranes for use as semiconductor fabrication materials.

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 Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 2,2-Bis(3-amino-4-hydroxyphenyl)hexafluoropropane manufacturers

Hebei Zhuanglai Chemical Trading Co Ltd
Product
2,2-Bis(3-amino-4-hydroxyphenyl)hexafluoropropane 83558-87-6
Price
US $10.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20 ton
Release date
2024-11-19
Shanghai UCHEM Inc.
Product
2,2-Bis(3-amino-4-hydroxyphenyl)hexafluoropropane 83558-87-6
Price
US $24.00-151.00/g
Min. Order
25g
Purity
0.98
Supply Ability
100kg
Release date
2023-12-14
WUHAN FORTUNA CHEMICAL CO., LTD
Product
2,2-Bis(3-amino-4-hydroxyphenyl)hexafluoropropane 83558-87-6
Price
US $0.00/KG
Min. Order
1KG
Purity
98%min
Supply Ability
30tons/month
Release date
2023-02-24

83558-87-6, 2,2-Bis(3-amino-4-hydroxyphenyl)hexafluoropropaneRelated Search:

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

  • 1,1-Bis(3-aMino-4-hydroxyphenyl)-2,2,2-trifluoro-1-(trifluoroMethyl)ethane
  • 2,2-Bis(3-aMino-4-hydroxylphenyl)hexafluoropropane(6FAP)
  • 2-aMino-4-[2-(3-aMino-4-hydroxyphenyl)-1,1,1,3,3,3-hexafluoropropan-2-yl]phenol
  • 4,4'-(Perfluoropropane-2,2-diyl)bis(2-aMinophenol)
  • 2,2-Bis(3-amino-4-hydroxyphenyl)hexafluopropane
  • 2,2-Bis(3-amino-4-hydroxyphenyl)-hexafluoropropane(Bis-AP-AF/6FAP)
  • BIS-AP-AF
  • 4,4'-(HEXAFLUOROISOPROPYLIDENE)BIS(2-AMINOPHENOL)
  • 2,2-BIS(3-AMINO-4-HYDROXYPHENYL)HEXAFLUOROPROPANE
  • 2,2'-DIAMINO-4,4'-(PERFLUOROPROPANE-2,2-DIYL)DIPHENOL
  • 2,2-BIS(3-AMINO-4-HYDROXYPHENYL)HEXAFLUO
  • 6FAP
  • 2,2-Bis(3-amino-4-hydroxyphenyl)hexafluoropropane,6-FAP
  • 2,2-Bis(3-amino-4-hydroxyphenyl)-1,1,1,3,3,3-hexafluoropropane
  • 4,4'-(1,1,1,3,3,3-Hexafluoropropane-2,2-diyl)bis(2-aminophenol)
  • 4,4'-[Bis(trifluoromethyl)methylene]bis(2-aminophenol)
  • AHHFP
  • Phenol, 4,4'-(2,2,2-trifluoro-1-(trifluoromethyl)ethylidene)bis(2-amino-
  • 2,2-bis(3-amino-4-hy
  • 2,2-bis(3-amino-4-hydroxyphenyl) -hexafluoropropane (Bis-AP-AF)
  • 2,2-Bis(3-amino-4-hydroxyphenyl)hexafluoropropane 99%
  • 2,2-Bis(3-amino-4-hydroxyphenyl)hexafluoropropane99%
  • 2,2-Bis(3-amino-4-hydroxyphenyl)-
  • BAPAF
  • 2,2-Bis(3-amino-4-hydroxyphenyl)hexafluoropropane &gt
  • BAFA
  • 2-Amino-4-[1-(3-amino-4-hydroxy-phenyl)-2,2,2-trifluoro-1-(trifluoromethyl)ethyl]phenol
  • 2,2-Bis(3-amino-4-hydroxyphenyl)hexafluoropropane USP/EP/BP
  • 2-aMino-4-[2-(3-aMino-4-hydroxyphenyl)-1,1,1,3,3,3-
  • Bis-AP-AF2
  • Bis-AP-AF/6FAP
  • O-aminobisphenol AF
  • 4,4'-(Perfluoropropane-2,2-diyl)bis(2-aminophenol)
  • 2,2-Bis(3-amino-4-hydroxyphenyI)hexafluoropropane (6FAP)
  • 83558-87-6
  • F3C2CC6H3NH2OH2
  • C15H12F6N2O2
  • Organic Building Blocks
  • Oxygen Compounds
  • Bisphenol AF type Compounds (for High-Performance Polymer Research)
  • Reagent for High-Performance Polymer Research
  • Building Blocks
  • Amino Alcohols
  • fine chemicals, specialty chemicals, intermediates, electronic chemical, organic synthesis, Organic Building Blocks
  • Bisphenol AF type Compounds (for High-Performance Polymer Research)
  • Functional Materials
  • Reagent for High-Performance Polymer Research
  • Amino Alcohols
  • Organic Building Blocks
  • Oxygen Compounds
  • fine chemicals, specialty chemicals, intermediates, electronic chemical, organic synthesis, functional materials
  • 83558-87-6