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Product Code B1971-25g
Price $95 ex. VAT

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A fluorinated diamino dihydroxy building block

Used as a synthetic intermediate for polybenzoxazoles and polyimides in application of membranes, photosensitive polymers and electrochromic devices


2,2-Bis(3-amino-4-hydroxyphenyl)hexafluoropropane (6FAP), CAS number 83558-87-6, has two aminophenols bridged by a hexafluoropropane. Like other diamine compounds, 2,2-bis(3-amino-4-hydroxyphenyl)hexafluoropropane reacts with dicarboxylic anhydride to form polyimide membranes showing gas selectivity for hydrogen with ultrafine microporosity. Those fluorinated membranes have high proton conductivity along with good chemical and thermal stability, making it optimal to be used in fuel cell systems. The polyimides synthesized from 6FAP exhibit photosensitivity as second order nonlinear optical properties. After the formation of polyimides, there are unreacted hydroxy groups on the polymer backbone. Therefore, graft polyimides can be obtained through further Mitsunobu reaction or condensation reactions.

In the molecular structure of 6FAP, the hydroxy and amine groups are at ortho-position to each other, so it is perfect for synthesizing polybenzoxazoles for semiconductor manufacturing applications.

Multiple functional groups

Multiple functional groups

For facile synthesis

Fluorinated building block

Fluorinated diaminohydroxyphenyl building block

For polyimides, COFs, and batteries

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High purity 83558-87-6

High purity

>99% High purity

General Information

CAS Number 83558-87-6
Chemical Formula C15H12F6N2O2
Full Name 2,2-Bis(3-amino-4-hydroxyphenyl)hexafluoropropane
Molecular Weight 366.26 g/mol
Synonyms

4,4'-(Hexafluoroisopropylidene)bis(2-aminophenol)

2-amino-4-[2-(3-amino-4-hydroxyphenyl)-1,1,1,3,3,3-hexafluoropropan-2-yl]phenol

Classification / Family Fluorinated building blocks, Aminophenol derivatives, Polyimides, Polybenzoazoles, Batteries, Membranes

Chemical Structure

2,2-Bis(3-amino-4-hydroxyphenyl)hexafluoropropane (6FAP) chemical structure, CAS 83558-87-6
2,2-Bis(3-amino-4-hydroxyphenyl)hexafluoropropane (6FAP) chemical structure, CAS 83558-87-6

Product Details

Purity >99%
Melting Point Tm = 245 °C – 248 °C
Appearance White to off-white powder

MSDS Documentation

2,2-Bis(3-amino-4-hydroxyphenyl)hexafluoropropane (6FAP)2,2-Bis(3-amino-4-hydroxyphenyl)hexafluoropropane (6FAP) MSDS Sheet

Literature and Reviews

  1. 2,2-Bis(3-amino-4-hydroxyphenyl)hexafluoropropane modified glassy carbon electrodes as selective and sensitive voltametric sensors selective detection of dopamine and uric acid, G. Milczarek et al, Electroanalysis, 16(23), 1977-1983(2004); DOI: 10.1002/elan.200303044.
  2. Finely tuning the free volume architecture in iptycene-containing polyimides for highly selective and fast hydrogen transport, S. Luo et al., Macromolecules, 49, 3395−3405(2016); DOI: 10.1021/acs.macromol.6b00485.
  3. Photosensitive poly(benzoxazole) via poly(o-hydroxyazomethine) II. environmentally benign process in ethyl lactate, K. Fukukawa et al., Polym. J., 36(6), 489-494(2004); DOI: 10.1295/polymj.36.489.
  4. Preparation of ultrafine uniform electrospun polyimide nanofiber, S. Fukushima et al., Polym. J., 42, 514-518(2010); DOI: 10.1038/pj.2010.33.
  5. Proton conductivity and stability of low-IEC sulfonated block copolyimide membrane, K. Yamazaki et al., J. Membr. Sci., 362, 234-240(2010); DOI: 10.1016/j.memsci.2010.06.053.
  6. Synthesis and characterization of aromatic polyimides bearing nonlinear optical chromophores, L. Bes et al., High Perform. Polym., 12, 169–176(2000); DOI: 10.1088/0954-0083/12/1/313.
  7. Ultra-low-modulus photosensitive polybenzoxazole systems, J. Ishii et al., J. Photopolym. Sci. Technol., 28(2), 207-213(2015); DOI: 10.2494/photopolymer.28.206.
  8. An unexpected discovery of a one-pot synthesis for carbazole-based diamine and the electrochromic properties of the derived polymers, Y.-J. Shao et al., Polym. Chem., 14, 477-485(2023); DOI: 10.1039/d2py01030e.

To the best of our knowledge the information provided here is accurate. The values provided are typical at the time of manufacture and may vary over time and from batch to batch. Products may have minor cosmetic differences (e.g. to the branding) compared to the photos on our website. All products are for laboratory and research and development use only.

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