IP Library Granted Patent US 9,227,894
Granted Patent B2
US 9,227,894 · App. 14/609,462 · Granted Jan 5, 2016

Integrated process for the production of 1-chloro-3,3,3-trifluoropropene

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Quick Facts
Patent No.
US 9,227,894
App. No.
14/609,462
Granted
Jan 5, 2016
Kind
B2
Abstract

The present invention is directed to processes for the production of 1233zd from 240fa and HF, with or without a catalyst, at a commercial scale. The 240fa and HF are fed to a reactor operating at high pressure. The resulting product stream comprising 1233zd, HCl, HF, and other byproducts is treated to one or more purification techniques including phase separation and one or more distillations to provide purified 1233zd, which meets commercial product specifications, i.e., having a GC purity of 99.5% or greater.

Claims (14)

1. A process for the manufacture of 1233zd comprising the steps of:

(a) reacting 240fa and HF with a catalyst comprising one or more Lewis acid catalysts, in a reactor operating at high pressure to produce a product stream comprising 1233zd, HCl, and HF;

(b) distilling the product stream from step (a) into a first overhead product and a first bottoms product rich in HF;

(c) distilling the first overhead product from step (b) to form a second overhead product containing HCl and a second bottoms product containing organic components and HF;

(d) phase separating the second bottoms product from step (c) to separate the HF from the organic components; and

(e) caustic scrubbing, drying, and distilling the organic components from step (d) to provide purified 1233zd.

2. The process of claim 1 , wherein the Lewis Acid catalyst is selected from TiCl 4 , SbCl 5 , and mixtures thereof.

3. The process of claim 2 , wherein the catalyst is TiCl 4 .

4. A process for the manufacture of 1233zd comprising the steps of:

(a) reacting 240fa and HF without a catalyst in a reactor operating at high pressure to produce a product stream comprising 1233zd, HCl, and HF;

(b) distilling the product stream from step (a) into a first overhead product and a first bottoms product rich in HF;

(c) distilling the first overhead product from step (b) to form a second overhead product containing HCl and a second bottoms product containing organic components and HF;

(d) phase separating the second bottoms product from step (c) to separate the HF from the organic components; and

(e) caustic scrubbing, drying, and distilling the organic components from step (d) to provide purified 1233zd.

Assignments (2)
SECURITY INTEREST Recorded Jan 12, 2026
From: SOLSTICE ADVANCED MATERIALS US, INC.
To: JPMORGAN CHASE BANK, N.A., AS ADMINISTRATIVE AGENT
Reel/Frame 074569/0260 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 30, 2015
From: COTTRELL, STEPHEN A; POKROVSKI, KONSTANTIN A; TUNG, HSUEH SUNG
To: HONEYWELL INTERNATIONAL INC.
Reel/Frame 034849/0550 →