US5382704A
Expired / Lapsed
US
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Fluorinated methyl ethers
Assignee: EIDP Inc
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Filing: 1993-06-30
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Granted: 1995-01-17
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Expires: 2013-06-30
Abstract
Abstract A process is disclosed for producing a fluorinated ether of the formula R 2 CHOCF 2 A, where A is Cl or F, and each R is H, (CF 2 ) n Cl, (CF 2 ) n F or (CF 2 ) n H (n is an integer from 1 to 10) by reacting a first reactant of the formula R 2 CHOY where Y is H, COF, COCl or COOCHR 2 (R is as defined above), a second reactant selected of the formula CZ 2 Cl 2 or COZ 2 where each Z is independently Cl or F (provided that when A is Cl, the second reactant is CZ 2 Cl 2 ), and HF; and recovering the fluorinated ether from the reaction products. Also disclosed are bis-ethers of the formula (CF 3 (CF 2 ) m ) 2 CHOCF 2 OCH(CF 2 ) m CF 3 ) 2 , where m is an integer of 0 to 3, which can also be produced by the process.
Inventors
- 👤 Carl G. Krespan
- 👤 V. N. Mallikarjuna Rao
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-03 02:16
CPC Classifications
C; C07; C07C; C07C41/00; C07C41/01; C07C41/34; C07C41/38; C07C41/48; C07C41/50
Claims Analysis
Total Claims: 13
Claim 1
Independent Claim
170 words
A process for producing a fluorinated ether of the formula R 2 CHOCF 2 A, wherein A is selected from the group consisting of Cl and F and each R is independently selected from the group consisting of H, (CF 2 ) n Cl, (CF 2 ) n F and (CF 2 ) n H where n is an integer from 1 to 10, comprising the steps of: reacting (i) a first reactant of the formula R 2 CHOY wherein Y is selected from the group consisting of H, COF, COCl, and COOCHR 2 and each R is as defined above, (ii) a second reactant selected from the group consisting of CCl 4 , CCl 3 F, CCl 2 F 2 , COCl 2 , COF 2 , and COClF, provided that when A is Cl, the second reactant is selected from the group consisting of CCl 4 , CCl 3 F, and CCl 2 F 2 , and (iii) HF; and recovering the fluorinated ether from the reaction products.
Claim 2
Dependent Claim
170 words
A process for producing a fluorinated ether of the formula R 2 CHOCF 2 A, wherein A is selected from the group consisting of Cl and F and each R is independently selected from the group consisting of H, (CF 2 ) n Cl, (CF 2 ) n F and (CF 2 ) n H where n is an integer from 1 to 10, comprising the steps of: reacting (i) a first reactant of the formula R 2 CHOY wherein Y is selected from the group consisting of H, COF, COCl, and COOCHR 2 and each R is as defined above, (ii) a second reactant selected from the group consisting of CCl 4 , CCl 3 F, CCl 2 F 2 , COCl 2 , COF 2 , and COClF, provided that when A is Cl, the second reactant is selected from the group consisting of CCl 4 , CCl 3 F, and CCl 2 F 2 , and (iii) HF; and recovering the fluorinated ether from the reaction products.
Claim 3
Dependent Claim
16 words
The process of claim 1 wherein the reaction is carried out in an essentially anhydrous medium.
Claim 4
Dependent Claim
13 words
The process of claim 1 wherein the second reactant is CCl 4 .
Claim 5
Dependent Claim
13 words
The process of claim 3 wherein no catalyst is added for the reaction.
Claim 6
Dependent Claim
19 words
The process of claim 1 wherein at least one R group of the first reactant is other than H.
Claim 7
Dependent Claim
41 words
The process of claim 1 wherein the first reactant is selected from compounds where Y is H, R is selected from the group consisting of H and (CF 2 ) n F, and n is an integer from 1 to 4.
Claim 8
Dependent Claim
51 words
The process of claim 1 wherein the molar ratio of HF to said first reactant is from about 1:1 to 50:1; wherein the molar ratio of the first reactant to the second reactant is from about 1:2 to 25:1; and wherein the temperature is from about 75° C. to 250° C.
Claim 9
Dependent Claim
25 words
The process of claim 1 wherein the reaction is continued until the yield of said fluorinated methyl ether is at least about 25 mol percent.
Claim 10
Dependent Claim
51 words
The process of claim 1 wherein a catalyst selected from the group consisting of SbX 5 , AsX 5 , TaX 5 , BX 3 , NbX 5 and PX 5 , where each X is independently selected from the group consisting of Cl and F, is employed for the reaction.
Claim 11
Dependent Claim
28 words
The process of claim 1 wherein a catalyst selected from the group consisting of oxides of Sb, As, Ta, B, Nb and P, is employed for the reaction.
Claim 12
Dependent Claim
32 words
The process of claim 1 wherein BX 3 , where each X is independently selected from Cl and F, or an oxide of B, is employed as a catalyst for the reaction.
Claim 13
Dependent Claim
72 words
The process of claim 1 wherein a first reactant of the formula (CF 3 (CF 2 ) m )CHOH, where m is an integer from 0 to 3, is reacted with CCl 4 and HF to produce (CF 3 (CF 2 ) m ) 2 CHOCF 3 and a bis-ether of the formula (CF 3 (CF 2 ) m ) 2 CHOCF 2 OCH((CF 2 ) m CF 3 ) 2 .
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1998-01-16 | 1998-07-18 | 1999-01-17 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 2002-01-16 | 2002-07-18 | 2003-01-17 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2006-01-16 | 2006-07-18 | 2007-01-17 | $7700.00 | Window Closed / Lapsed |