IP Library Granted Patent US 8,153,018
Granted Patent B2
US 8,153,018 · App. 13/249,380 · Granted Apr 10, 2012

Methods for making 3-chloro-1,1,1,6,6,6-hexafluoro-2,4-hexadiene

Assignee: Honeywell International Inc.
View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 8,153,018
App. No.
13/249,380
Granted
Apr 10, 2012
Kind
B2
Abstract

Disclosed are compositions and systems having utility in numerous situations, including in particular solvent cleaning systems, as well as refrigerant lubricants and/or compatibilizing agents, and to methods which utilize such compositions and systems. More particularly, the present invention in preferred aspects is directed to solvents, blowing agents, heat transfer fluids and compatibilizing agents comprising the compound 3-chloro-1,1,1,6,6,6-hexafluoro-2,4-hexadiene. In particular, this invention provides a method for the production of the compound of Formula I, 3-chloro-1,1,1,6,6,6- hexafluoro-2,4-hexadiene,comprising reacting 1,1,1,3,3-pentachloropropane with hydrogen fluoride in the presence of a catalyst, in a reactor.

Claims (12)

1. A method for the production of the compound of Formula I, 3-chloro-1,1,1,6,6,6-hexafluoro-2,4-hexadiene, comprising reacting 1,1,1,3,3 -pentachloropropane with hydrogen fluoride in the presence of a catalyst, in a reactor.

2. The method of claim 1 , wherein the hydrogen fluoride is anhydrous HF.

3. The method of claim 1 , wherein the catalyst is a liquid phase catalyst.

4. The method of claim 1 , wherein the liquid phase catalyst comprises titanium tetrachloride.

5. The method of claim 4 , wherein the catalyst comprises fluorinated titanium tetrachloride.

6. The method of claim 5 , wherein the reaction is conducted at a temperature in the range of from 80° C. to 100° C.

7. The method of claim 5 , wherein the reaction is conducted at a pressure of from 100 psig to 110 psig.

8. The method of claim 5 , wherein another compound, 1-chloro-3,3,3-trifluoropropene, is formed during the reaction.

9. The method of claim 8 , wherein the compound 1-chloro-3,3,3- trifluoropropeneis separated from the compound of Formula I, 3-chloro-1,1,1,6,6,6-hexafluoro-2,4-hexadiene.

10. The method of claim 9 , wherein the compounds are separated by the use of a distillation column attached to the reactor.

11. The method of claim 10 , wherein the compound 1-chloro-3,3,3- Trifluoropropene is removed from the top of the distillation column.

12. The method of claim 10 , wherein the compound of Formula I, 3-chloro- 1,1,1,6,6,6-hexafluoro-2,4-hexadiene, is removed from the bottom of the distillation column.

Assignments (3)
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 →
CORRECTIVE ASSIGNMENT TO CORRECT THE SPELLING OF THE NAME OF THE ASSIGNOR ROBERT JOHNSON WHICH IS LISTED IN THE ORIGINAL EPAS COVER SHEET AS "ROBERT JOHNSONJ" PREVIOUSLY RECORDED ON REEL 026995 FRAME 0737. ASSIGNOR(S) HEREBY CONFIRMS THE ASSIGNMENT BY THE NAMED INVENTORS OF USSN 13249380 TO THE NAMED ASSIGNEE - HONEYWELL INTERNATIONAL INC.. Recorded Feb 22, 2012
From: HONEYWELL INTERNATIONAL INC.
To: HONEYWELL INTERNATIONAL INC.
Reel/Frame 027747/0357 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 30, 2011
From: JOHNSONJ, ROBERT; TUNG, HSUEH SUNG
To: HONEYWELL INTERNATIONAL INC.
Reel/Frame 026995/0737 →
Continuity (2)
Continuation 12722632 · Mar 12, 2010
Related Publication 20120022300A1 · Jan 26, 2012