Document XOJ8X13VQxa9w1OGN43ZV8Bxd
EFCTC HFC and HFO Substances degradation products and TFA yields
mimimum structural requirement to potentially form significant yield of TFA is a CF3C group with a halogen such as Designation
HFC-125 HFC-134a HFC-227ea HFC-236fa HFC-245fa HFC-365mfc HFO-1234ze(E) HFO-1336mzz(Z)
HFO- 1336mzz(E)
HCFO-1233zd(E) REFERENCES s 1
2
3 4
5 6
7 8
9 10
p with a halogen such as F or Cl also attached to the C eg CF3CF
Complete Name
Formula
CAS Final Degradation Products number
pentafluoroethane 1,1,1,2-tetrafluoroethane 1,1,1,2,3,3,3-heptafluoropropane 1,1,1,3,3,3-hexafluoropropane 1,1,1,3,3-pentafluoropropane 1,1,1,3,3-pentafluorobutane
CHF2CF3 CH2FCF3 CF3CHFCF3 CF3CH2CF3 CHF2CH2CF3 CF3CH2CF2CH3
354-33-6 811-97-2 431-89-0 290-39-1 460-73-1 406-58-6
CO2, HF HCOOH, CO2, HF, CF3COOH CO2, HF, CF3COOH CO2,HF, CF3COOH CO2,HF, CF3COOH CO2,HF, CF3COOH
Trans-1,3,3,3-tetrafluoroprop-1-ene Cis-1,1,1,4,4,4-hexafluorobut-2-ene
Trans- CF3CH=CFH Cis-CF3CH=CHCF3
29118-24- CO2, HCOOH, HF
692-49-9 CO2, HF, insignificant formation of CF3COOH
Trans-1,1,1,4,4,4-hexafluorobut-2ene
TransCF3CH=CHCF3
66711-86- CO2, HF, insignificant
2
formation of CF3COOH
Trans 1-Chloro-3,3,3-trifluoroprop-1- Trans-CHCl=CHCF3 102687- CO2, HF, HCl, zero or
ene
65-0
insignificant CF3COOH
The TFA yields have been determined using models and/or laboratory experiments.
HFC-23, HFC-32, HFC125, HFC-134a, HFC152a, HFC-143a, HCFC142b
IPCC/TEAP Special Report Safeguarding the Ozone Layer and the Global Climate System: Issues Related to Hydrofluorocarbons and Perfluorocarbons Chapter 2 page 153
HFC-227ea, HFC-245fa, HFC-236fa, HFC-365mfc
World Meteorological Organisation (2010) Global Ozone Research and Monitoring Project Report No. 52. Scientific Assessment of Ozone Depletion. Table1
HFO-1234yf Solomon, K.R., Velders, G. J. M., Wilson S. R., Madronich S., Longstreth J., Aucamp P. J., (2016) Sources, fates, toxicity, and risks of trifluoroacetic acid and i
HFO-1234ze Nilsson, E.J.K., Nielsen, O.J., Johnson, M.S., Hurley, M.D., Wallington, T.J.,(2009) Atmospheric chemistry of cis-CF3CH=CHF: Kinetics of reactions with OH ra
HCFO-1233zd
Mads P. Sulbaek Andersen, Johan A. Schmidt, Aleksandra Volkov, Donald J. Wuebbles, A three-dimensional model of the atmospheric chemistry of E and ZCF3CH=CHCl (HCFO1233(zd) (E/Z)), Atmospheric Environment Volume 179, April 2018, Pages 250-259. Calculates <2% TFA per CF3 molecule. Structural relevance to HFO-1336mzz isomers resulting in <4% TFA.
HFO-1234yf, HFO1234ze isomers, HCFO1233zd
Wallington et al (2014): Atmospheric chemistry of sort-chain haloolefins: Photochemical ozone creation potentials (POCPs), global warming potentials (GWPs), and ozone depletion products (ODPs). Chemosphere, 129, pp 135-141.
HFC-365mfc
1,1,1,3,3-pentafluorobutane (HFC-365mfc): atmospheric degradation and contribution to radiative forcing, John Barry Garrett Locke Donncha Scollard Ho
HFO-1336mzz isomers
Atmospheric Chemistry of (Z)-CF3CHCHCF3: OH Radical Reaction Rate Coefficient and Global Warming Potential, Munkhbayar Baasandorj, A.R. Ravishankara and James B. Burkholder, J. Phys. Chem. A 2011, 115, 38, 10539-10549 https://doi.org/10.1021/jp206195g
HFO-1336mzz(E ) with relevance to Z isomer
Feiya Qing, Qin Gua, Liang Chen, Hengdao Quan, Junji Mizukado, (2018) Atmospheric Chemistry of E-CF3CHCHCF3: Atmospheric chemistry of E-CF3CH=CHCF3: Reaction kinetics of OH radicals and products of OHinitiated oxidation, Chem Phys Lett, 706, 93-98
HFC-134a, reference 1 quotes a TFA yield of 13%, whereas this reference quotes 21%
Luecken, D. J., Waterland R.L, Papasavva, S., Taddonio, K. N., Hutzell, W. T., Rugh, J. P., Andersen, S. O. (2010): Ozone and TFA impacts in North America from degradation of 2,3,3,3-Tetrafluoropropene (HFO-1234yf), a potential greenhouse gas replacement. Environ. Sci. Technol., 44, pp 343-348
CF3COOH Yield References for final degradation
products and TFA yields
0%
1
21%
1, 10
100%
2
<10%
2
<10%
2
<10%
2, 7
0%
4, 6
HCFO-
6, 8
1233zd(E) has
structural
relevance to
HFO-1336mzz
isomers,
maximum
theoretical yield
<4%
HCFO-
6, 9
1233zd(E) has
structural
relevance to
HFO-1336mzz
isomers,
maximum
theoretical yield
<4%
0% experimental,
max 2% theoretical
5, 6, 9