US4110406A
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Preparation of 1-chloro-2-trifluoromethyl-3,3,3-trifluoropropene from isobutylene
Assignee: Honeywell International Inc
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Filing: 1976-12-21
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Granted: 1978-08-29
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Expires: 1996-12-21
Abstract
Abstract Isobutylene is catalytically converted to 1-chloro-2-trifluoromethyl-3,3,3-trifluoropropene [(CF3)2C = CHCl] in a chlorofluorination reaction zone by passing a mixture of anhydrous hydrogen fluoride, chlorine and the isobutylene over a chromium oxide or metal fluoride chlorofluorination catalyst. Alternatively, the isobutylene feed is first prechlorinated, and the mixture of prechlorination fed for conversion to the desired (CF3)2C = CHCl, to a downstream fluorination reactor charged with the chlorofluorination catalyst.
Inventors
- 👤 Louis G. Anello
- 👤 Richard F. Sweeney
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-30 22:12
CPC Classifications
C; C07; C07C; C07C17/00; C07C17/093; C07C17/10
Claims Analysis
Total Claims: 19
Claim 1
Independent Claim
48 words
A process for the preparation of 1-chloro-2-trifluoromethyl-3,3,3-trifluoropropene in high yield, comprising catalytically chlorofluorinating isobutylene in a reaction zone by passing a mixture of hydrogen fluoride, chlorine and the isobutylene over a chlorofluorination catalyst selected from the group consisting of a chromium oxide and a metal fluoride chlorofluorination catalyst.
Claim 2
Dependent Claim
48 words
A process for the preparation of 1-chloro-2-trifluoromethyl-3,3,3-trifluoropropene in high yield, comprising catalytically chlorofluorinating isobutylene in a reaction zone by passing a mixture of hydrogen fluoride, chlorine and the isobutylene over a chlorofluorination catalyst selected from the group consisting of a chromium oxide and a metal fluoride chlorofluorination catalyst.
Claim 3
Dependent Claim
23 words
The process as defined by claim 1, wherein the reaction zone is maintained at a temperature of from about 300° to 500° C.
Claim 4
Dependent Claim
24 words
The process as defined by claim 2, wherein the reactant contact time in the reaction zone ranges from between about 1 and 50 seconds.
Claim 5
Dependent Claim
18 words
The process as defined by claim 3, wherein the chlorine/isobutylene mole ratio ranges from between 1:1 to 20:1.
Claim 6
Dependent Claim
19 words
The process as defined by claim 4, wherein the hydrogen fluoride/isobutylene mole ratio ranges from between 2:1 to 20:1.
Claim 7
Dependent Claim
14 words
The process as defined by claim 5, wherein the chlorofluorination catalyst is chromium oxide.
Claim 8
Dependent Claim
16 words
The process as defined by claim 5, wherein the chlorofluorination catalyst is a polyvalent metal fluoride.
Claim 9
Dependent Claim
16 words
The process as defined by claim 5, wherein the chlorofluorination catalyst is a transition metal fluoride.
Claim 10
Dependent Claim
32 words
The process as defined by claim 1, wherein the chlorofluorination catalyst is borne by a support selected from the group consisting of carbon, alumina, calcium fluoride, magnesium fluoride and sodium magnesium fluoride.
Claim 11
Dependent Claim
18 words
The process as defined by claim 6, wherein the chromium oxide catalyst further includes a metal salt modifier.
Claim 12
Dependent Claim
24 words
The process as defined by claim 6, wherein the chromium oxide catalyst further includes a metal oxide promoter, said metal being other than chromium.
Claim 13
Dependent Claim
17 words
The process as defined by claim 6, wherein the chromium oxide catalyst is dehydrated chromium oxide hydrate.
Claim 14
Dependent Claim
59 words
The process as defined by claim 1, wherein the reaction zone is maintained at a temperature of from about 375° to 450° C., the reactant contact time in the reaction zone ranges from between about 5 and 20 seconds, the chlorine/isobutylene mole ratio ranges from between 3:1 to 7:1, and the hydrogen fluoride/isobutylene ranges from between 4:1 to 10:1.
Claim 15
Dependent Claim
33 words
The process as defined by claim 1, wherein the reaction zone effluent is conveyed through a product recovery system including a water scrubber, a caustic scrubber, a drying tower and a cold trap.
Claim 16
Dependent Claim
41 words
The process as defined by claim 1, wherein the catalyst is a metal fluoride selected from the group consisting of AlF 3 , FeF 3 , KMgF, V 2 OF 4 , ZrF 4 , CoF 2 and CrF 3 .
Claim 17
Dependent Claim
50 words
The process as defined by claim 11, wherein the promoter is selected from the group consisting of NiO, Fe 2 O 3 , ZnO, Al 2 O 3 , SrO 2 , Al 2 O 3 - SrO 2 , TiO 2 and AlF 3 -Al 2 O 3 .
Claim 18
Dependent Claim
19 words
The process as defined by claim 9, wherein the chlorofluorination catalyst is FeF 3 coated onto a carbon support.
Claim 19
Dependent Claim
19 words
The process as defined by claim 9, wherein the chlorofluorination catalyst is COF 2 coated onto a carbon support.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1981-08-28 | 1982-02-27 | 1982-08-29 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-08-28 | 1986-02-27 | 1986-08-29 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-08-28 | 1990-02-27 | 1990-08-29 | $7700.00 | Window Closed / Lapsed |