US6673976B1
Expired / Lapsed
US
⏱️ 0.0 years remaining
Process of making fluorinated alcohols
Assignee: Honeywell International Inc
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Filing: 2002-09-19
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Granted: 2004-01-06
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Expires: 2022-09-19
Abstract
Abstract Provided are methods of producing fluorinated alcohols from non-perfluorinated fluoroolefins and methanol. Certain preferred embodiments of such methods involve advantageously reacting a non-perfluorinated fluoroolefin with methanol under ambient-pressure and/or low-temperature conditions.
Inventors
- 👤 Haridasan K. Nair
- 👤 David Nalewajek
- 👤 Andrew Poss
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-29 01:23
CPC Classifications
C; C07; C07C; C07C29/00; C07C29/44
Claims Analysis
Total Claims: 21
Claim 1
Independent Claim
37 words
A method of producing a fluorinated alcohol comprising: providing a reaction mixture comprising a non-perfluorinated fluoroolefin, methanol, and a radical initiator; and exposing said reaction mixture to UV irradiation under conditions effective to produce a fluorinated alcohol.
Claim 2
Independent Claim
37 words
A method of producing a fluorinated alcohol comprising: providing a reaction mixture comprising a non-perfluorinated fluoroolefin, methanol, and a radical initiator; and exposing said reaction mixture to UV irradiation under conditions effective to produce a fluorinated alcohol.
Claim 3
Dependent Claim
38 words
The method of claim 1 wherein said conditions comprise exposing said reaction mixture to UV irradiation at a temperature of about 50° C. or less and at a pressure of from about 1 atm to about 2 atm.
Claim 4
Dependent Claim
12 words
The method of claim 2 wherein said non-perfluorinated fluoroolefin is a hydrofluorocarbon.
Claim 5
Dependent Claim
15 words
The method of claim 3 wherein the exposing step is conducted under ambient pressure conditions.
Claim 6
Dependent Claim
20 words
The method of claim 3 wherein the exposing step is conducted at a temperature of less than about 40° C.
Claim 7
Dependent Claim
40 words
The method of claim 3 wherein said hydrofluoroolefin is described by the formula I: CF 3 CX═CYZ (I) wherein X, Y and Z are independently hydrogen or halogen, provided that at least one of X, Y or Z is hydrogen.
Claim 8
Dependent Claim
44 words
The method of claim 1 wherein said non-perfluorinated fluoroolefin is selected from the group consisting of CF 3 CH═CF 2 , CF 3 CH═CFH, CF 3 CH═CH 2 , CF 3 CH═CHCl, CF 3 C(Br)═CF 2 , and mixtures of two or more thereof.
Claim 9
Dependent Claim
15 words
The method of claim 7 wherein said non-perfluorinated fluoroolefin is CF 3 CH═CF 2 .
Claim 10
Dependent Claim
13 words
The method of claim 7 wherein said non-perfluorinated fluoroolefin is CF 3 CH═CFH.
Claim 11
Dependent Claim
15 words
The method of claim 7 wherein said non-perfluorinated fluoroolefin is CF 3 C(Br)═CF 2 .
Claim 12
Dependent Claim
13 words
The method of claim 1 wherein said radical initiator comprises an organic peroxide.
Claim 13
Dependent Claim
13 words
The method of claim 11 wherein said organic peroxide is a dialkyl peroxide.
Claim 14
Dependent Claim
11 words
The method of claim 12 wherein said dialkyl peroxide is di-tert-butylperoxide.
Claim 15
Dependent Claim
62 words
The method of claim 1 wherein said fluorinated alcohol is selected from the group consisting of CF 3 CH 2 CF 2 CH 2 OH, CF 3 CH 2 CFHCH 2 OH, CF 3 CHBrCF 2 CH 2 OH, CF 3 CH 2 CHClCH 2 OH, CF 3 CH 2 CH 2 CH 2 OH and mixtures of two or more thereof.
Claim 16
Independent Claim
93 words
A method of producing a fluorinated alcohol comprising providing a reaction mixture comprising methanol, a radical initiator, and a non-perfluorinated fluoroolefin selected from the group consisting of CF 3 CH═CF 2 , CF 3 CH═CH 2 , CF 3 C(Br)═CF 2 , and mixtures of two or more thereof; and exposing said reaction mixture to UV irradiation to form a fluorinated alcohol, said reaction mixture being maintained under conditions comprising a pressure of from about 1 to about 1.5 atm and a temperature of about 80° C. or less during said exposing step.
Claim 17
Independent Claim
93 words
A method of producing a fluorinated alcohol comprising providing a reaction mixture comprising methanol, a radical initiator, and a non-perfluorinated fluoroolefin selected from the group consisting of CF 3 CH═CF 2 , CF 3 CH═CH 2 , CF 3 C(Br)═CF 2 , and mixtures of two or more thereof; and exposing said reaction mixture to UV irradiation to form a fluorinated alcohol, said reaction mixture being maintained under conditions comprising a pressure of from about 1 to about 1.5 atm and a temperature of about 80° C. or less during said exposing step.
Claim 18
Dependent Claim
24 words
The method of claim 15 wherein said reaction mixture is maintained at a temperature of about 50° C. or less during said exposing step.
Claim 19
Dependent Claim
13 words
The method of claim 16 wherein said radical initiator comprises a dialkyl peroxide.
Claim 20
Dependent Claim
11 words
The method of claim 17 wherein said dialkyl peroxide comprises di-tert-butylperoxide.
Claim 21
Dependent Claim
39 words
The method of claim 15 wherein said fluorinated alcohol is selected from the group consisting of CF 3 CH 2 CF 2 CH 2 OH, CF 3 CH 2 CFHCH 2 OH, and mixtures of two or more thereof.
References Cited (Backward Citations)
JPH01147723A
Cited
US5227540A
Cited
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