Hexafluoropropene

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Structural formula
Structural formula of hexafluoropropene
General
Surname Hexafluoropropene
other names
  • Perfluoropropylene
  • R-1216
  • Hexafluoropropylene
  • HFP
Molecular formula C 3 F 6
Brief description

colorless and almost odorless, non-flammable gas

External identifiers / databases
CAS number 116-15-4
EC number 204-127-4
ECHA InfoCard 100.003.753
PubChem 8302
Wikidata Q417982
properties
Molar mass 150.02 g mol −1
Physical state

gaseous

density

6.9145 kg m −3 (0 ° C, 1013 mbar)

Melting point

−156.5 ° C

boiling point

−29.6 ° C

Vapor pressure
  • 6.744 bar (20 ° C)
  • 8.5 bar (30 ° C)
  • 14.1 bar (50 ° C)
solubility
  • 0.52 mol·l −1 in water
  • very bad in water (82 mg l −1 at 28 ° C)
Refractive index

1.583 (−40 ° C)

safety instructions
GHS hazard labeling from  Regulation (EC) No. 1272/2008 (CLP) , expanded if necessary
04 - gas bottle 08 - Dangerous to health 07 - Warning

Caution

H and P phrases H: 280-332-335-371-373
P: 260-271-304 + 340-309 + 311-403 + 233-410 + 403
Global warming potential

<1 (based on 100 years)

As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C

Hexafluoropropene (C 3 F 6 ) is the fully fluorinated form of propene . The molecule has a double bond between the carbon atoms .

Extraction and presentation

Hexafluoropropene can be obtained by thermal treatment of tetrafluoroethene , octafluorocyclobutane or chlorotetrafluoroethane and by joint pyrolysis of chlorodifluoromethane and 2-chloro-1,1,1,2-tetrafluoroethane . It also escapes from polytetrafluoroethylene (PTFE) under extreme thermal stress .

properties

The colorless gas is almost odorless. Hexafluoropropene irritates the airways and is harmful if inhaled. It has a critical temperature of 86.2 ° C, a critical pressure of 55.0 bar and a triple point temperature of −156.5 ° C (melting temperature).

use

Hexafluoropropene is used as a process gas in plasma technology to deposit PTFE-like layers on surfaces. It serves as a comonomer for the industrial production of polymers based on tetrafluoroethene (e.g. EFEP = ethylene-TFE-HFP = ethylene-tetrafluoroethylene-hexafluoropropene).

Risk assessment

In 2015, hexafluoropropene was included in the EU's ongoing action plan ( CoRAP ) in accordance with Regulation (EC) No. 1907/2006 (REACH) as part of substance evaluation . The effects of the substance on human health and the environment are re-evaluated and, if necessary, follow-up measures are initiated. The reasons for the uptake of hexafluoropropene were concerns about high (aggregated) tonnage and the dangers arising from a possible assignment to the group of CMR substances. The re-evaluation has been running since 2015 and is carried out by Italy . In order to be able to reach a final assessment, further information was requested.

Web links

Individual evidence

  1. a b c d e f g h i j k Entry on hexafluoropropene in the GESTIS substance database of the IFA , accessed on May 6, 2019(JavaScript required) .
  2. E. Wilhelm, R. Battino, RJ Wilcock: Low pressure solubility of gas in liquid water , Chemical Reviews 77 (2), pp 219-266 (1977).
  3. David R. Lide (Ed.): CRC Handbook of Chemistry and Physics . 90th edition. (Internet version: 2010), CRC Press / Taylor and Francis, Boca Raton, FL, Physical Constants of Organic Compounds, pp. 3-420.
  4. Entry on hexafluoropropenes in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on February 1, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .
  5. G. Myhre, D. Shindell et al .: Climate Change 2013: The Physical Science Basis . Working Group I contribution to the IPCC Fifth Assessment Report. Ed .: Intergovernmental Panel on Climate Change . 2013, Chapter 8: Anthropogenic and Natural Radiative Forcing, pp. 24-39; Table 8.SM.16 ( PDF ).
  6. freepatents online: Process for the preparation of hexafluor propene .
  7. Berliner Zeitung: Environmental risk frying pan?
  8. Community rolling action plan ( CoRAP ) of the European Chemicals Agency (ECHA): Hexafluoropropene , accessed on March 26, 2019.Template: CoRAP status / 2015