Hexafluoropropylene

Hexafluoropropylene Property

Melting point:

−153 °C(lit.)

Boiling point:

−28 °C(lit.)

Density 

1,583 g/cm³

vapor pressure 

587.952kPa at 25℃

refractive index 

1.4000

form 

gas

Water Solubility 

82mg/L at 28℃

BRN 

1705671

Stability:

Stable. Incompatible with alkali metals, powdered metals.

InChI

InChI=1S/C3F6/c4-1(2(5)6)3(7,8)9

InChIKey

HCDGVLDPFQMKDK-UHFFFAOYSA-N

SMILES

C(/F)(\F)=C(/F)\C(F)(F)F

LogP

1.95 at 20℃

CAS DataBase Reference

116-15-4(CAS DataBase Reference)

NIST Chemistry Reference

Propene, hexafluoro-(116-15-4)

EPA Substance Registry System

Hexafluoropropene (116-15-4)

ECETOC JACC REPORT

Hexafluoropropylene (116-15-4)

Safety

Hazard Codes 

Xn,Xi

Risk Statements 

20-37-68/20-48/20

Safety Statements 

41-36/37

RIDADR 

UN 1858 2.2

WGK Germany 

1

RTECS 

UD0350000

F 

4.5

Hazard Note 

Irritant

HazardClass 

2.2

HS Code 

2903590030

Hazardous Substances Data

116-15-4(Hazardous Substances Data)

Toxicity

LC50 inhalation in mouse: 750ppm/4H

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H280Contains gas under pressure; may explode if heated

H332Harmful if inhaled

H335May cause respiratory irritation

H371May cause damage to organs

H373May cause damage to organs through prolonged or repeated exposure

Precautionary statements

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P410+P403Protect from sunlight. Store in a well-ventilated place.

Hexafluoropropylene Chemical Properties,Usage,Production

Chemical Properties

Hexafluoropropylene (HFP) is a colourless, odourless, non-flammable gas that is only slightly soluble in water. It is used as chemical intermediate primarily in the synthesis of fluoropolymers, fluoro-elastomers and fluorinated materials (e.g. perfluoropolyether functional fluids, oils and greases).

Uses

Hexafluoropropene is used in the synthesis of polyvinylidene fluoride-co-hexafluoropropylene, a polymer which is currently being used in various fields of the nano and electronic sector ranging from membranes to nanoparticles.

Preparation

Hexafluoropropylene can be produced by pyrolysis of tetrafluoroethylene (TFE):
3 CF2=CF2 → 2 CF3CF=CF
This reaction is carried out in a closed continuous reactor at 600 to 900°C. The yield can be improved at low partial pressure, achieved either by operating under reduced total pressure (down to 0.1 bar) or by injecting an inert diluent such as steam or CO2.
Significant quantities of by-products, including the highly toxic perfluoroisobutylene (PFIB), are formed during the pyrolysis of TFE. Such by-products are either incinerated directly or are collected and transported for incineration at a remote facility.
Hexafluoropropylene can also be prepared from chlorodifluoromethane, or produced from various chlorofluorocarbons.

Synthesis Reference(s)

Journal of the American Chemical Society, 73, p. 4054, 1951 DOI: 10.1021/ja01152a548

General Description

Hexafluoropropylene is an odorless, colorless gas. Hexafluoropropylene is noncombustible. Hexafluoropropylene can asphyxiate by the displacement of air. Exposure of the container to prolonged heat or fire can cause Hexafluoropropylene to rupture violently and rocket.

Reactivity Profile

Halogenated aliphatic compounds, such as Hexafluoropropylene, are moderately or very reactive. Reactivity generally decreases with increased degree of substitution of halogen for hydrogen atoms. Materials in this group may be incompatible with strong oxidizing and reducing agents. Also, they may be incompatible with many amines, nitrides, azo/diazo compounds, alkali metals, and epoxides. Above a minimum oxygen pressure, the reaction of oxygen difluoride and hexafluoropropene to yield the Hexafluoropropylene oxide becomes explosive, Chem. Abs., 1987, 107, 175302. The reaction of hexafluoropropene with grignard reagent (subst. phenylmagnesium bromides) led to explosion, Fluorine Chem., 1981, 18, 25.

Health Hazard

Vapors may cause dizziness or asphyxiation without warning. Vapors from liquefied gas are initially heavier than air and spread along ground. Contact with gas or liquefied gas may cause burns, severe injury and/or frostbite. Fire may produce irritating, corrosive and/or toxic gases.

Fire Hazard

Some may burn but none ignite readily. Containers may explode when heated. Ruptured cylinders may rocket.

Flammability and Explosibility

Non flammable