US5194648A
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Fluorinated carboxylic acid derivatives and methods for making
Assignee: Shin-Etsu Chemical Co Ltd
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Filing: 1990-08-03
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Granted: 1993-03-16
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Expires: 2010-08-03
Abstract
Abstract Novel fluorinated carboxylic acid derivatives of the general formula: ##STR1## wherein Rf is a divalent perfluoroalkyl or perfluoropolyether group and Z is halogen, hydroxyl or triorganosiloxy are useful intermediate for the synthesis of various fluorinated compounds. Compounds [I-i] wherein Z in formula [I] is F are prepared by reacting acid fluoride-terminated compounds of the formula: ##STR2## with an alkali fluoride and further with an allyl halide. Compounds [I-ii] wherein Z in formula [I] is a halogen are preparred by reacting compounds [I-i] with lithium halide. Compounds [I-iii] wherein Z in formula [I] is OH are prepared through hydrolysis of compounds [I-ii]. Compounds [I-iv] wherein Z in formula [I] is triorganosiloxy are prepared by reacting compounds [I-iii] with a triorganosilylating agent.
Inventors
- 👤 Shinichi Satoh
- 👤 Noriyuki Koike
- 👤 Hideki Fujii
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-05 00:59
CPC Classifications
C; C07; C07C; C07C59/00; C07C59/40; C07C59/58; C07C59/60; C07F; C07F7/00; C07F7/02; C07F7/08; C07F7/18; C07F7/1804; C07F7/1896
Claims Analysis
Total Claims: 13
Claim 1
Independent Claim
9 words
A fluorinated carboxylic acid derivative of the formula: ##STR44##
Claim 2
Dependent Claim
9 words
A fluorinated carboxylic acid derivative of the formula: ##STR44##
Claim 3
Dependent Claim
15 words
The fluorinated carboxylic acid derivative according to claim 1 of the formula: CH═CH--CH.sub.2 O(CF.sub.2).sub.5 COF.
Claim 4
Dependent Claim
75 words
A fluorinated carboxylic acid derivative of the general formula: ##STR45## wherein Rf is a divalent perfluoroalkyl or perfluoropolyether group of the general formula: ##STR46## wherein n is an integer of from 1 to 8, m and 1 are integers of from 0 to 3, j and k are equal to 0 or 1, with the proviso that m=0 when j=0, and l=0 when k=0, and z is a halogen atom, hydroxyl group or triorganosiloxy group.
Claim 5
Dependent Claim
75 words
A fluorinated carboxylic acid derivative of the general formula: ##STR45## wherein Rf is a divalent perfluoroalkyl or perfluoropolyether group of the general formula: ##STR46## wherein n is an integer of from 1 to 8, m and 1 are integers of from 0 to 3, j and k are equal to 0 or 1, with the proviso that m=0 when j=0, and l=0 when k=0, and z is a halogen atom, hydroxyl group or triorganosiloxy group.
Claim 6
Independent Claim
110 words
A method for preparing a fluorinated carboxylic acid derivative of the general formula: ##STR47## wherein Rf is a divalent perfluoroalkyl or perfluoropolyether group of the general formula: ##STR48## wherein n is an integer of from 0 to 8, m and l are integers of from 0 to 3, j and k are equal to 0 to 1, with the proviso that j=k=l=m=0 when n=0, m=0 when j=0, and l=0 when k=0, said method comprising the steps of: reacting a compound terminated with acid fluoride at each end having the general formula: ##STR49## wherein Rf is as defined above, with an alkali fluoride, and the reaction product with an allyl halide.
Claim 7
Independent Claim
110 words
A method for preparing a fluorinated carboxylic acid derivative of the general formula: ##STR47## wherein Rf is a divalent perfluoroalkyl or perfluoropolyether group of the general formula: ##STR48## wherein n is an integer of from 0 to 8, m and l are integers of from 0 to 3, j and k are equal to 0 to 1, with the proviso that j=k=l=m=0 when n=0, m=0 when j=0, and l=0 when k=0, said method comprising the steps of: reacting a compound terminated with acid fluoride at each end having the general formula: ##STR49## wherein Rf is as defined above, with an alkali fluoride, and the reaction product with an allyl halide.
Claim 8
Independent Claim
105 words
A method for preparing a fluorinated carboxylic acid derivative of the general formula: ##STR50## wherein Rf is a divalent perfluoroalkyl or perfluoropoly ether group of the general formula: ##STR51## wherein n is an integer of from 0 to 8, m and 1 are integers of from 0 to 3, j and k are equal to 0 or 1, with the proviso that j=k=l=m=0 when n=0, m=0 when j=0, and l=0 when k=0, and Z' is a chlorine, bromine or iodine atom, said method comprising the step of: reacting a compound of the general formula: ##STR52## wherein Rf is as defined above with a lithium halide.
Claim 9
Independent Claim
105 words
A method for preparing a fluorinated carboxylic acid derivative of the general formula: ##STR50## wherein Rf is a divalent perfluoroalkyl or perfluoropoly ether group of the general formula: ##STR51## wherein n is an integer of from 0 to 8, m and 1 are integers of from 0 to 3, j and k are equal to 0 or 1, with the proviso that j=k=l=m=0 when n=0, m=0 when j=0, and l=0 when k=0, and Z' is a chlorine, bromine or iodine atom, said method comprising the step of: reacting a compound of the general formula: ##STR52## wherein Rf is as defined above with a lithium halide.
Claim 10
Independent Claim
91 words
A method for preparing a fluorinated carboxylic acid derivative of the general formula: ##STR53## wherein Rf is a divalent perfluoroalkyl or perfluoropolyether group of the general formula: ##STR54## wherein n is an integer of from 0 to 8, m and 1 are integers of from 0 to 3, j and k are equal to 0 or 1, with the proviso that j=k=l=m=0 when n=0, m=0 when j=0, and l=0 when k=0, said method comprising the step of: hydrolyzing a compound of the general formula: ##STR55## wherein Rf is as defined above.
Claim 11
Independent Claim
91 words
A method for preparing a fluorinated carboxylic acid derivative of the general formula: ##STR53## wherein Rf is a divalent perfluoroalkyl or perfluoropolyether group of the general formula: ##STR54## wherein n is an integer of from 0 to 8, m and 1 are integers of from 0 to 3, j and k are equal to 0 or 1, with the proviso that j=k=l=m=0 when n=0, m=0 when j=0, and l=0 when k=0, said method comprising the step of: hydrolyzing a compound of the general formula: ##STR55## wherein Rf is as defined above.
Claim 12
Independent Claim
99 words
A method for preparing a fluorinated carboxylic acid derivative of the general formula: ##STR56## wherein Rf is a divalent perfluoroalkyl or perfluoropolyether group of the general formula: ##STR57## wherein n is an integer of from 0 to 8, m and 1 are integers of from 0 to 3, j and k are equal to 0 or 1, with the proviso that j=k=l=m=0 when n=0, m=0 when j=0, and l=0 when k=0, and Z" is a triorganosiloxy group, said method comprising the step of: reacting a compound of the general formula: ##STR58## is as defined above with a triorganosilylating agent.
Claim 13
Independent Claim
99 words
A method for preparing a fluorinated carboxylic acid derivative of the general formula: ##STR56## wherein Rf is a divalent perfluoroalkyl or perfluoropolyether group of the general formula: ##STR57## wherein n is an integer of from 0 to 8, m and 1 are integers of from 0 to 3, j and k are equal to 0 or 1, with the proviso that j=k=l=m=0 when n=0, m=0 when j=0, and l=0 when k=0, and Z" is a triorganosiloxy group, said method comprising the step of: reacting a compound of the general formula: ##STR58## is as defined above with a triorganosilylating agent.
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