my-server
← Wiki Redirected from Trans-1-Chloro-3,3,3-Trifluoropropene

1-Chloro-3,3,3-trifluoropropene

1-Chloro-3,3,3-trifluoropropene (HFO-1233zd) is the unsaturated chlorofluorocarbon with the formula HClC=C(H)CF<sub>3</sub>. The compound exists as E- (trans-) and Z- (cis-) isomers. The cis- isomer of this colorless gas is of interest as a more environmentally friendly (lower GWP; global warming potential) refrigerant in air conditioners. The trans-isomer is of interest as a more environmentally friendly (lower GWP; global warming potential) solvent.

Production

It can be prepared by fluorination and dehydrohalogenation/dehydrochlorination reactions starting with 1,1,1,3,3-pentachloropropane or 1,1,3,3-tetrachloropropane using the below steps:

  1. In a liquid phase reactor, HFC-240fa (or 1,1,3,3-tetrachloropropene and derivatives such as 1,3,3,3-tetrachloropropene) are converted to HF in the presence of a catalyst forming a mixture of 245fa, 244fa, 1234ze, and 1233zd;
  2. Removal of HCl and HF.
  3. In a liquid or gas phase reactor, the organic mixture is reacted with HCl in the presence of a catalyst to convert unsaturated olefins to alkanes.
  4. Isolating and purifying the HFC-245fa product
  5. HFO-243fa and HFO-244fa are dehydrochlorinated with a caustic solution in the liquid phase or with a catalyst in the vapor phase to form HFO-1233zd and trans-1234ze(E-isomer).
  6. Isolation and purifying the HFO-1233zd product into its isomers.

References