US4755567A
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US
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Perfluorination of ethers in the presence of hydrogen fluoride scavengers
Assignee: Exfluor Research Corp
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Filing: 1986-10-27
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Granted: 1988-07-05
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Expires: 2006-10-27
Abstract
Abstract The direct fluorination of ethers in the presence of hydrogen fluoride (HF) scavengers such as sodium fluoride and potassium fluoride is disclosed. Ethers (liquid or solid) are either mixed with the HF scavenger, coated onto the HF scavenger or placed separately with the HF scavenger into a fluorination reactor and fluorinated by exposure to gradually increasing concentrations of fluorine gas. The HF scavenger permits use of more severe fluorination conditions i.e. higher initial fluorine, less gradual increases in fluorine gas concentrations and greater fluorine gas flow rates.
Inventors
- 👤 Thomas R. Bierschenk
- 👤 Timothy J. Juhlke
- 👤 Richard J. Lagow
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-25 06:50
CPC Classifications
C; C08; C08G; C08G65/00; C08G65/02; C08G65/32; C07; C07C; C07C41/00; C07C41/01; C07C41/18; C07C41/22; C08G65/002; C08G65/005; C08G65/007; C08G65/321; C08G65/323; C08G65/3233; C08G65/3236
Claims Analysis
Total Claims: 36
Claim 1
Independent Claim
132 words
A method of fluorinating a hydrocarbon ether, comprising the steps of: a. placing the hydrocarbon ether and a hydrogen fluoride scavenger into a fluorine reactor, the amount of hydrogen fluoride scavenger in relation to the amount of ether being sufficient to react with the hydrogen fluoride formed during fluorination; and b. fluorinating the ether by: (i) establishing a flow of gas mixture of fluorine gas and an inert gas into the reactor under conditions which allow fluorination of the ether, the fluorine concentration of the gas mixture being about 0.5% to about 25%; (ii) gradually increasing the concentration of fluorine gas in the gas mixture to fluorinate the ether; and c. after the fluorination reaction is completed to desired degree, removing the fluorinated ether and the hydrogen fluoride scanvenger from the reactor.
Claim 2
Independent Claim
132 words
A method of fluorinating a hydrocarbon ether, comprising the steps of: a. placing the hydrocarbon ether and a hydrogen fluoride scavenger into a fluorine reactor, the amount of hydrogen fluoride scavenger in relation to the amount of ether being sufficient to react with the hydrogen fluoride formed during fluorination; and b. fluorinating the ether by: (i) establishing a flow of gas mixture of fluorine gas and an inert gas into the reactor under conditions which allow fluorination of the ether, the fluorine concentration of the gas mixture being about 0.5% to about 25%; (ii) gradually increasing the concentration of fluorine gas in the gas mixture to fluorinate the ether; and c. after the fluorination reaction is completed to desired degree, removing the fluorinated ether and the hydrogen fluoride scanvenger from the reactor.
Claim 3
Dependent Claim
12 words
A method of claim 1, wherein the hydrocarbon ether is a polyether.
Claim 4
Dependent Claim
16 words
A method of claim 1, wherein the hydrocarbon ether is mixed with the hydrogen fluoride scavenger.
Claim 5
Dependent Claim
15 words
A method of claim 1, wherein the ether is coated onto the hydrogen fluoride scavenger.
Claim 6
Dependent Claim
16 words
A method of claim 1, wherein the hydrogen fluoride scavenger is sodium fluoride or potassium fluoride.
Claim 7
Dependent Claim
25 words
A method of claim 1, wherein the hydrogen fluoride scavenger and the ether are present in a weight ratio of about 1:1 to about 20:1.
Claim 8
Dependent Claim
13 words
A method of claim 1, wherein the hydrocarbon ether is a linear polyether.
Claim 9
Dependent Claim
31 words
A method of claim 1, wherein the hydrogen fluoride scavenger is present in the stoichiometric amount needed to react with substantially all of the hydrogen fluoride formed in the fluroination reaction.
Claim 10
Dependent Claim
25 words
A method of claim 1, wherein the reactor is a stationary metal tube, a rotating drum reactor, a fluidized bed reactor or a solvent reactor.
Claim 11
Independent Claim
158 words
A method of fluorinating a hydrocarbon polyether, comprising the steps of: a. mixing the hydrocarbon polyether to be fluorinated and a hydrogen fluoride scavenger in powdered or pellet form, the amount of hydrogen fluoride scavenger in relation to the amount of polyether being sufficient to react with the hydrogen fluoride formed during fluorination; b. placing the mixture in a fluorine reactor; c. fluorinating the ether by: (i) establishing a flow of gas mixture of fluorine gas and an inert gas into the reactor under conditions which allow fluorination of the ether, the fluorine concentration of the gas mixture being about 0.5% to about 25%; and (ii) gradually increasing the concentration of fluorine gas in the gas mixture to fluorinate the ether; and d. after the fluorination is completed to desired degree, removing the fluorinated ether and the hydrogen fluoride scavenger from the reactor and separating the fluorinated ether from the hydrogen fluoride scavenger to obtain the fluorinated ether.
Claim 12
Independent Claim
158 words
A method of fluorinating a hydrocarbon polyether, comprising the steps of: a. mixing the hydrocarbon polyether to be fluorinated and a hydrogen fluoride scavenger in powdered or pellet form, the amount of hydrogen fluoride scavenger in relation to the amount of polyether being sufficient to react with the hydrogen fluoride formed during fluorination; b. placing the mixture in a fluorine reactor; c. fluorinating the ether by: (i) establishing a flow of gas mixture of fluorine gas and an inert gas into the reactor under conditions which allow fluorination of the ether, the fluorine concentration of the gas mixture being about 0.5% to about 25%; and (ii) gradually increasing the concentration of fluorine gas in the gas mixture to fluorinate the ether; and d. after the fluorination is completed to desired degree, removing the fluorinated ether and the hydrogen fluoride scavenger from the reactor and separating the fluorinated ether from the hydrogen fluoride scavenger to obtain the fluorinated ether.
Claim 13
Dependent Claim
12 words
A method of claim 10, wherein the ether is a linear polyether.
Claim 14
Dependent Claim
16 words
A method of claim 10, wherein the hydrogen fluoride scavenger is sodium fluoride or potassium fluoride.
Claim 15
Dependent Claim
25 words
A method of claim 10, wherein the hydrogen fluoride scavenger and the ether are mixed in a weight ration of about 1:1 to about 20:1.
Claim 16
Dependent Claim
68 words
In a method of direct fluorination of a hydrocarbon polyether, comprising fluorinating the hydrocarbon polyether by contacting the ether with gradually increasing concentrations of fluorine gas, the improvement of fluorinating the ether in the presence of a hydrogen fluoride scavenger in powdered or pellet form, the hydrogen fluoride scavenger being present in an amount sufficient to react with essentially all of the hydrogen fluoride formed during the fluorination.
Claim 17
Dependent Claim
68 words
In a method of direct fluorination of a hydrocarbon polyether, comprising fluorinating the hydrocarbon polyether by contacting the ether with gradually increasing concentrations of fluorine gas, the improvement of fluorinating the ether in the presence of a hydrogen fluoride scavenger in powdered or pellet form, the hydrogen fluoride scavenger being present in an amount sufficient to react with essentially all of the hydrogen fluoride formed during the fluorination.
Claim 18
Dependent Claim
16 words
A method of claim 14, wherein the hydrogen fluoride scavenger is sodium fluoride or potassium fluoride.
Claim 19
Dependent Claim
24 words
A method of claim 14, wherein the hydrogen fluoride scavenger and the hydrogen ether are mixed together before contacting the ether with fluorine gas.
Claim 20
Independent Claim
111 words
A method of perfluorinating a linear polyether, comprising the steps of: a. introducing the polyether and a sodium fluoride into a fluorination reactor; b. perfluorinating the polyether by: (i) establishing a flow of gas mixture of fluorine gas and inert gas into the reactor under conditions which allow fluorination of the ether, the fluorine gas concentration of the gas mixture being about 0.5 to about 25%; and (ii) gradually increasing the concentration of fluorine gas in the gas mixture of perfluorinate the polyether thereby forming a perfluoropolyether; and c. thereafter, removing the perfluoropolyether and the hydrogen scavenger from the reactor and, if neccessary, separating the perfluoropolyether and the hydrogen fluoride scavenger.
Claim 21
Independent Claim
111 words
A method of perfluorinating a linear polyether, comprising the steps of: a. introducing the polyether and a sodium fluoride into a fluorination reactor; b. perfluorinating the polyether by: (i) establishing a flow of gas mixture of fluorine gas and inert gas into the reactor under conditions which allow fluorination of the ether, the fluorine gas concentration of the gas mixture being about 0.5 to about 25%; and (ii) gradually increasing the concentration of fluorine gas in the gas mixture of perfluorinate the polyether thereby forming a perfluoropolyether; and c. thereafter, removing the perfluoropolyether and the hydrogen scavenger from the reactor and, if neccessary, separating the perfluoropolyether and the hydrogen fluoride scavenger.
Claim 22
Dependent Claim
28 words
A method of claim 17, wherein the polyether is a solid or liquid polyether of a range of molecular weight form about 600 to about 4 million amu.
Claim 23
Dependent Claim
22 words
A method of claim 17, wherein the polyether and sodium fluoride are mixed to form a blend for placement into the reactor.
Claim 24
Dependent Claim
14 words
A method of claim 17, wherein the polyether is coated onto the sodium fluoride.
Claim 25
Dependent Claim
19 words
A method of claim 17, wherein the ratio of sodium fluoride to polyether (w/w) is about 1:1 to 20:1.
Claim 26
Dependent Claim
13 words
A method of claim 21, wherein the ratio (w/w) is 1:1 to 4:1.
Claim 27
Dependent Claim
13 words
A method of claim 17, wherein the inert gas is helium or nitrogen.
Claim 28
Dependent Claim
17 words
A method of claim 17, wherein the fluorine gas concentration of the gas mixture is about 15-25%.
Claim 29
Dependent Claim
25 words
A method of claim 17, wherein the reactor is a stationary metal tube, a rotating drum reactor, a fluidized bed reactor or a solvent reactor.
Claim 30
Dependent Claim
37 words
In a method of direct perfluorination of a linear polyether, comprising perfluorinating the polyether by contacting the polyether with gradually increasing concentrations of fluorine gas, the improvement of perfluorinating the polyether in the presence of hydrogen scavenger.
Claim 31
Dependent Claim
37 words
In a method of direct perfluorination of a linear polyether, comprising perfluorinating the polyether by contacting the polyether with gradually increasing concentrations of fluorine gas, the improvement of perfluorinating the polyether in the presence of hydrogen scavenger.
Claim 32
Dependent Claim
12 words
The improvement of claim 26, wherein the hydrogen scanvenger is sodium fluoride.
Claim 33
Dependent Claim
15 words
The improvement of claim 27, wherein the sodium fluoride is in powder or pellet form.
Claim 34
Dependent Claim
34 words
The improvement of claim 26, wherein the amount of hydrogen scavenger employed is sufficient to allow the polyether to be subject to an initial concentration of 15-25% fluorine gas without charring of the polyether.
Claim 35
Dependent Claim
33 words
The improvement of claim 26, wherein the hydrogen fluoride scavenger is present in at least the stoichiometric amount needed to react with substantially all of the hydrogen fluoride formed in the fluorination reaction.
Claim 36
Dependent Claim
25 words
A method of claim 26, wherein the reactor is a stationary metal tube, a rotating drum reactor, a fluidized bed reactor or a solvent reactor.
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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) | 1991-07-05 | 1992-01-04 | 1992-07-05 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1995-07-05 | 1996-01-04 | 1996-07-05 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1999-07-05 | 2000-01-04 | 2000-07-05 | $7700.00 | Window Closed / Lapsed |