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

CAS Number 83558-87-6

Chemistry Building Blocks, COF Ligands, Diamines and Dianhydrides, Fluorinated Building Blocks, Monomers, Porous Organic Frameworks

MSDS

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

A fluorinated diamino dihydroxy building block

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

Overview
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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

For facile synthesis

Fluorinated diaminohydroxyphenyl building block

For polyimides, COFs, and batteries

Worldwide shipping

Quick and reliable shipping

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

Product Details

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

MSDS Documentation

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

Literature and Reviews

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.
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.
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.
Preparation of ultrafine uniform electrospun polyimide nanofiber, S. Fukushima et al., Polym. J., 42, 514-518(2010); DOI: 10.1038/pj.2010.33.
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.
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.
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.
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.

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