IP Library Granted Patent US 9,556,091
Granted Patent B2
US 9,556,091 · App. 14/948,756 · Granted Jan 31, 2017

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

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Quick Facts
Patent No.
US 9,556,091
App. No.
14/948,756
Granted
Jan 31, 2017
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 (7)

1. A process for making highly purified 1-chloro- 3,3,3-trifluoropropene (HCFC-1233zd) by the reaction of 1,1,1,3,3-pentachloropropane (240fa) and HF in a reactor at a reactor pressure of from 150 psig to 600 psig wherein the purification of the HCFC-1233zd comprises the sequential steps of:

(a) distilling the resulting product stream comprising 1233zd, HCl, HF, and other byproducts are distilled and wherein the bottoms product, rich in HF, is recycled to the reactor;

(b) distilling the overhead product from the step (a) distillation column in is fed to a second distillation column to remove the HCl;

(c) scrubbing the HCI in the overhead stream of the step (b) distillation with water and recovering as an aqueous solution;

(d) phase separating the bottom stream from the step (b) distillation column to recover HF;

(e) recycling the HF rich top layer of the phase separation back to the reactor; and

(f) scrubbing, drying and distilling the phase separation bottom layer from step (d) to obtain the desired 1233zd at a purity of 99.5% or greater, as measured using gas chromatography.

Assignments (3)
NUNC PRO TUNC ASSIGNMENT Recorded Apr 12, 2026
From: HONEYWELL INTERNATIONAL INC.
To: SOLSTICE ADVANCED MATERIALS US, INC.
Reel/Frame 074343/0989 →
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 Nov 30, 2015
From: COTTRELL, STEPHEN A.; TUNG, HSUEH SUNG; POKROVSKI, KONSTANTIN A.
To: HONEYWELL INTERNATIONAL INC.
Reel/Frame 037166/0749 →