US4940814A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Reaction of hexafluoropropene oxide with fluorinated carboxylic acid fluorides
Assignee: Hoechst AG
•
Filing: 1988-03-03
•
Granted: 1990-07-10
•
Expires: 2008-03-03
Abstract
Abstract Process for the preparation of halogenated carboxylic acid fluorides, in which a carboxylic acid fluoride is reacted with hexafluoropropene oxide in the presence of a catalyst system composed of an alkali metal fluoride, a carboxylic acid dinitrile and at least one ether of the formula CH3O-(CH2CH2O)z-CH3 (V) in which z denotes an integer from 2 to 6.
Inventors
- 👤 Werner Schwertfeger
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 12:16
CPC Classifications
C; C07; C07C; C07C51/00; C07C51/58; C07C51/62
Claims Analysis
Total Claims: 17
Claim 1
Independent Claim
114 words
A process for the preparation of halogenated carboxylic acid fluorides by reacting a carboxylic acid fluoride with hexafluoropropene oxide in the presence of a catalyst, which comprises reacting a carboxylic acid fluoride of the formula R--COF (III) in which is the group CCl 3 or X--(CF 2 ) n , X representing a hydrogen atom, a bromine atom or a fluorosulfonate radical and n denoting an integer from 1 to 6, with hexafluoropropene oxide in the presence of a catalyst system comprising an alkali metal fluoride, a carboxylic acid dinitrile and at least one ether of the formula CH.sub.3 O--(CH.sub.2 CH.sub.2 O).sub.z --CH.sub.3 (V) in which z denotes an integer from 2 to 6.
Claim 2
Dependent Claim
114 words
A process for the preparation of halogenated carboxylic acid fluorides by reacting a carboxylic acid fluoride with hexafluoropropene oxide in the presence of a catalyst, which comprises reacting a carboxylic acid fluoride of the formula R--COF (III) in which is the group CCl 3 or X--(CF 2 ) n , X representing a hydrogen atom, a bromine atom or a fluorosulfonate radical and n denoting an integer from 1 to 6, with hexafluoropropene oxide in the presence of a catalyst system comprising an alkali metal fluoride, a carboxylic acid dinitrile and at least one ether of the formula CH.sub.3 O--(CH.sub.2 CH.sub.2 O).sub.z --CH.sub.3 (V) in which z denotes an integer from 2 to 6.
Claim 3
Dependent Claim
36 words
The process as claimed in claim 1, wherein the carboxylic acid fluoride used is a compound of the formula (III) in which R has the meaning mentioned, but in which n denotes 2, 3 or 4.
Claim 4
Dependent Claim
16 words
The process as claimed in claim 1, wherein the alkali metal fluoride used is potassium fluoride.
Claim 5
Dependent Claim
28 words
The process as claimed in claim 1, wherein the carboxylic acid dinitrile used is a dinitrile of a saturated aliphatic dicarboxylic acid having 5 to 8 carbon atoms.
Claim 6
Dependent Claim
15 words
The process as claimed in claim 4, wherein the carboxylic acid dinitrile used is adipodinitrile.
Claim 7
Dependent Claim
25 words
The process as claimed in claim 1, wherein the ether of the formula (2) used is the dimethyl ether of triethylene, tetraethylene or pentaethylene glycol.
Claim 8
Dependent Claim
21 words
The process as claimed in claim 1, wherein the reaction is carried out at a temperature from -30° to +100° C.
Claim 9
Dependent Claim
21 words
The process as claimed in claim 7, wherein the reaction is carried out at a temperature between 0° and 60° C.
Claim 10
Dependent Claim
58 words
The process as claimed in claim 1, wherein the components of the catalyst system are used in an amount composed of 5 to 30 % by weight of alkali metal fluoride, 50 to 80 % by weight of carboxylic acid dinitrile and 5 to 40 % by weight of ether, in each case relative to the catalyst system.
Claim 11
Dependent Claim
16 words
The process as claimed in claim 9, wherein the components are employed in the ratio (8-20):(55-70):(10-30).
Claim 12
Dependent Claim
29 words
The process as claimed in claim 1, wherein the catalyst system is used in an amount of 5 to 45 % by weight, relative to the carboxylic acid fluoride.
Claim 13
Dependent Claim
22 words
The process as claimed in claim 11, wherein an amount of 10 to 40 % by weight of the catalyst is used.
Claim 14
Dependent Claim
97 words
A process for the preparation of halogenated carboxylic acid fluorides which comprises: reacting a carboxylic acid fluoride of the formula R--COF (III) in which R is CCl 3 or X--(CF 2 ) n , wherein X is H, Br, or FSO 2 , and n is an integer from 1 to 6, with hexafluoropropene oxide in the presence of a catalyst system consisting essentially of: (a) potassium fluoride, (b) a carboxylic acid dinitrile, and (c) at least one ether of the formula CH.sub.3 O--(CH.sub.2 CH.sub.2 O).sub.z CH.sub.3 in which z is an integer from 2 to 6.
Claim 15
Dependent Claim
97 words
A process for the preparation of halogenated carboxylic acid fluorides which comprises: reacting a carboxylic acid fluoride of the formula R--COF (III) in which R is CCl 3 or X--(CF 2 ) n , wherein X is H, Br, or FSO 2 , and n is an integer from 1 to 6, with hexafluoropropene oxide in the presence of a catalyst system consisting essentially of: (a) potassium fluoride, (b) a carboxylic acid dinitrile, and (c) at least one ether of the formula CH.sub.3 O--(CH.sub.2 CH.sub.2 O).sub.z CH.sub.3 in which z is an integer from 2 to 6.
Claim 16
Dependent Claim
25 words
A process as claimed in claim 13, wherein the dinitrile is a dintrile of a saturated aliphatic dicarboxylic acid having 5 to 8 carbon atoms.
Claim 17
Dependent Claim
39 words
A process as claimed in claim 13, wherein the catalyst system consists essentially, based on the weight of said catalyst system, of: (a) 5-30% by weight potassium fluoride, (b) 50-80% by weight adiponitrile, and (c) 5-40% of said ether.
References Cited (Backward Citations)
GB1038193A
Cited
DE1234702B
Cited
US3274239A
Cited
FR1342515A
Cited
US3301893A
Cited
US3250807A
Cited
US4536352A
Cited
US4329435A
Cited
DE3050634A1
Cited
US4510328A
Cited
US4511518A
Cited
US4329434A
Cited
US4555369A
Cited
US4597913A
Cited
US4613467A
Cited
US4345092A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1993-07-09 | 1994-01-08 | 1994-07-10 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1997-07-09 | 1998-01-08 | 1998-07-10 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2001-07-09 | 2002-01-08 | 2002-07-10 | $7700.00 | Window Closed / Lapsed |