US4623491A
Expired / Lapsed
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Process for the preparation of halogenated aliphatic carboxylic acid fluorides
Assignee: Hoechst AG
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Filing: 1985-06-14
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Granted: 1986-11-18
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Expires: 2005-06-14
Abstract
Abstract Halogenated aliphatic carboxylic acid fluorides are prepared by reacting halogenated aliphatic carboxylic acids with trihalogenomethyl aromatic compounds containing, as a predominant total or exclusively, fluorine atoms in the trihalogenomethyl groups, in particular with benzotrifluoride, in the presence of Lewis acids as catalysts. The reaction products are intermediate products having a multiplicity of uses.
Inventors
- 👤 Gunter Siegemund
- 👤 Werner Schwertfeger
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-29 23:22
CPC Classifications
C; C07; C07C; C07C51/00; C07C51/58; C07C51/60
Claims Analysis
Total Claims: 15
Claim 1
Independent Claim
48 words
A process for the preparation of a halogenated aliphatic carboxylic acid fluoride, which comprises reacting in the presence of a Lewis acid as catalyst a halogenated aliphatic carboxylic acid with a trihalogenomethyl aromatic fluorinating reagent containing, as a predominant total or exclusively, fluorine atoms in the trihalogenomethyl groups.
Claim 2
Dependent Claim
48 words
A process for the preparation of a halogenated aliphatic carboxylic acid fluoride, which comprises reacting in the presence of a Lewis acid as catalyst a halogenated aliphatic carboxylic acid with a trihalogenomethyl aromatic fluorinating reagent containing, as a predominant total or exclusively, fluorine atoms in the trihalogenomethyl groups.
Claim 3
Dependent Claim
54 words
The process as claimed in claim 1, wherein the halogenated aliphatic carboxylic acid is a compound of the formula I X--R--COOH (I) where R is a divalent aliphatic C 1 -C 10 radical in which at least half of the H atoms have been replaced by halogen and X is H, halogen or COOH.
Claim 4
Dependent Claim
20 words
The process as claimed in claim 2, wherein the halogen is selected from the group consisting of F and Cl.
Claim 5
Dependent Claim
25 words
The process as claimed in claim 3, wherein the ##STR53## in the fluorinating reagent of the formula II is --CF 3 or --CF 2 Cl.
Claim 6
Dependent Claim
37 words
The process as claimed in claim 3, wherein the ##STR54## in the fluorinating agent of the formula II is --CF 3 and R 1 and R 2 , independently of one another, are H, F or Cl.
Claim 7
Dependent Claim
28 words
The process as claimed in claim 1, wherein the fluorinating reagent is used in an amount which is at least approximately equivalent to the halogenated aliphatic carboxylic acid.
Claim 8
Dependent Claim
90 words
The process as claimed in claim 1, wherein the fluorinating reagent is a trihalogenomethyl aromatic compound of the formula II ##STR55## or mixtures thereof, where Y, Y 1 and Y 2 , independently of one another, are selected from the group consisting of F and Cl, and R 1 and R 2 , independently of one another, are selected from the group consisting of H, halogen or ##STR56## and at least twice as many F atoms as Cl atoms are present in the total of all the ##STR57## groups present.
Claim 9
Dependent Claim
30 words
The process as claimed in claim 7, wherein in the definition of R 1 and R 2 , the halogen is selected from the group consisting of F and Cl.
Claim 10
Dependent Claim
45 words
The process as claimed in claim 1, wherein the Lewis acid catalyst is selected from the group consisting of an oxide, a halide, an alcoholate and mixtures thereof of the elements Cu, Zn, Hg, B, Al, Sn, Ti, Zr, As, Sb, V, Fe, and Ni.
Claim 11
Dependent Claim
29 words
The process as claimed in claim 1, wherein the catalyst is employed in an amount between about 0.05 and about 25 mol% relative to the halogenated aliphatic carboxylic acid.
Claim 12
Dependent Claim
29 words
The process as claimed in claim 1, wherein the catalyst is employed in an amount between about 0.2 and about 5 mol% relative to the halogenated aliphatic carboxylic acid.
Claim 13
Dependent Claim
23 words
The process as claimed in claim 1, wherein the reaction is carried out at a temperature between about 20° and about 250° C.
Claim 14
Dependent Claim
23 words
The process as claimed in claim 1, wherein the reaction is carried out at a temperature between about 40° and about 200° C.
Claim 15
Dependent Claim
23 words
The process as claimed in claim 1, wherein the reaction is carried out at a temperature between about 60° and about 160° C.
References Cited (Backward Citations)
US3449416A
Cited
EP0088258A1
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
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| 3.5 Years (Year 4) | 1989-11-17 | 1990-05-19 | 1990-11-18 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1993-11-17 | 1994-05-19 | 1994-11-18 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1997-11-17 | 1998-05-19 | 1998-11-18 | $7700.00 | Window Closed / Lapsed |