US5476974A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Omega-hydrofluoroalkyl ethers, precursor carboxylic acids and derivatives thereof, and their preparation and application
Assignee: 3M Innovative Properties Co
•
Filing: 1994-05-20
•
Granted: 1995-12-19
•
Expires: 2014-05-20
Abstract
Abstract Normally liquid, omega-hydrofluoroalkyl ether compounds (and selected mixtures thereof) have a saturated perfluoroaliphatic chain of carbon atoms interrupted by one or more ether oxygen atoms. The compounds can be prepared, e.g., by decarboxylation of the corresponding fluoroalkyl ether carboxylic acids and are useful, e.g., in cleaning and drying applications.
Inventors
- 👤 George G. I. Moore
- 👤 Miguel A. Guerra
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-06 17:32
CPC Classifications
A; A61; A61K; A61K9/00; A61K9/0012; A61K9/0019; A61K9/0026; A61K49/00; A61K49/04; A61K49/0433; A61K49/0447; A61K49/0461; A61K49/06; A61K49/18; A61K49/1806; A61K49/22; A61K49/222; A61K49/226; A62; A62D; A62D1/00; A62D1/0028; A62D1/0035; B; B01; B01D; B01D12/00; B23; B23K; B23K35/00; B23K35/22; B23K35/38; B23K35/386; C; C07; C07C; C07C41/00; C07C41/01; C07C41/18; C07C41/24; C07C41/48; C07C43/00; C07C43/02; C07C43/03; C07C43/04; C07C43/12; C07C43/123; C07C43/126; C07C43/18; C07C43/192; C07C43/30; C07C43/313; C07C59/00; C07C59/125; C07C59/135; C07C69/00; C07C69/66; C07C69/67; C07C69/708; C07D; C07D319/00; C07D319/04; C07D319/06; C07C2601/00; C07C2601/12; C07C2601/14; C08; C08J; C08J2203/00; C08J2203/14; C08J2203/146
Claims Analysis
Total Claims: 5
Claim 1
Independent Claim
195 words
A compound represented by the formula: R fs --O--(CF 2 ) b --Z where R fs is a linear or branched perfluoroalkyl group having from 1 to 18 carbon atoms; "b" is an integer of at least 3; and Z is selected from the group consisting of --COOH, --COOM 1/v , --COONH 4 , --COOR, --CH 2 OH, --COF, --COCl, --COR, --CONRR, --CH 2 NH 2 , --CH 2 NCO, --CN, --CH 2 OSO 2 R, --CH 2 OCOR, --CH 2 OCOCR═CH 2 , --CONH(CH 2 ) m Si(OR) 3 , and --CH 2 O(CH 2 ) m Si(OR) 3 , where M is an ammonium radical or a metal atom having a valence "v" of 1 to 4, each R is independently selected from the group consisting of alkyl groups having from 1 to 14 carbon atoms, fluoroalkyl groups having from 1 to 14 carbon atoms, aryl groups having from 6 to 10 ring-carbon atoms, and heteroatom-containing alkyl groups having from 1 to 14 carbon atoms, fluoroalkyl groups having from 1 to 14 carbon atoms, and aryl groups having from 6 to 10 ring-carbon atoms, and m is an integer of 1 to 11.
Claim 2
Dependent Claim
195 words
A compound represented by the formula: R fs --O--(CF 2 ) b --Z where R fs is a linear or branched perfluoroalkyl group having from 1 to 18 carbon atoms; "b" is an integer of at least 3; and Z is selected from the group consisting of --COOH, --COOM 1/v , --COONH 4 , --COOR, --CH 2 OH, --COF, --COCl, --COR, --CONRR, --CH 2 NH 2 , --CH 2 NCO, --CN, --CH 2 OSO 2 R, --CH 2 OCOR, --CH 2 OCOCR═CH 2 , --CONH(CH 2 ) m Si(OR) 3 , and --CH 2 O(CH 2 ) m Si(OR) 3 , where M is an ammonium radical or a metal atom having a valence "v" of 1 to 4, each R is independently selected from the group consisting of alkyl groups having from 1 to 14 carbon atoms, fluoroalkyl groups having from 1 to 14 carbon atoms, aryl groups having from 6 to 10 ring-carbon atoms, and heteroatom-containing alkyl groups having from 1 to 14 carbon atoms, fluoroalkyl groups having from 1 to 14 carbon atoms, and aryl groups having from 6 to 10 ring-carbon atoms, and m is an integer of 1 to 11.
Claim 3
Dependent Claim
21 words
A compound according to claim 1 represented by the formula: C 5 F 11 --O--(CF 2 ) 5 CO 2 H.
Claim 4
Dependent Claim
221 words
A compound represented by the formula: R ft --(O--R ft ')c--O--(CF 2 )d--Z wherein: R ft is a linear or branched perfluoroalkyl group having from 1 to 18 carbon atoms; R ft ' is a linear or branched perfluoroalkylene group having from 1 to 11 carbon atoms; c is an integer of at least 1; d is an integer of at least 3; and Z is selected from the group consisting of --COOH, --COOM 1/v , --COONH 4 , --COOR, --CH 2 OH, --COF, --COCl, --COR, --CONRR, --CH 2 NH 2 , --CH 2 NCO, --CN, --CH 2 OSO 2 R, --CH 2 OCOR, --CH 2 OCOCR=CH 2 , --CONH (CH 2 ) m Si(OR) 3 , and --CH 2 O(CH 2 ) m Si(OR) 3 , where M is an ammonium radical or a metal atom having a valence "v" of 1 to 4, each R is independently selected from the group consisting of alkyl groups having from 1 to 14 carbon atoms, fluoroalkyl groups having from 1 to 14 carbon atoms, aryl groups having from 6 to 10 ring-carbon atoms, and heteroatom-containing alkyl groups having from 1 to 4 carbon atoms, fluoroalkyl groups having from 1 to 14 carbon atoms, and aryl groups having from 6 to 10 ring-carbon atoms, and m is an integer of 1 to 11.
Claim 5
Dependent Claim
221 words
A compound represented by the formula: R ft --(O--R ft ')c--O--(CF 2 )d--Z wherein: R ft is a linear or branched perfluoroalkyl group having from 1 to 18 carbon atoms; R ft ' is a linear or branched perfluoroalkylene group having from 1 to 11 carbon atoms; c is an integer of at least 1; d is an integer of at least 3; and Z is selected from the group consisting of --COOH, --COOM 1/v , --COONH 4 , --COOR, --CH 2 OH, --COF, --COCl, --COR, --CONRR, --CH 2 NH 2 , --CH 2 NCO, --CN, --CH 2 OSO 2 R, --CH 2 OCOR, --CH 2 OCOCR=CH 2 , --CONH (CH 2 ) m Si(OR) 3 , and --CH 2 O(CH 2 ) m Si(OR) 3 , where M is an ammonium radical or a metal atom having a valence "v" of 1 to 4, each R is independently selected from the group consisting of alkyl groups having from 1 to 14 carbon atoms, fluoroalkyl groups having from 1 to 14 carbon atoms, aryl groups having from 6 to 10 ring-carbon atoms, and heteroatom-containing alkyl groups having from 1 to 4 carbon atoms, fluoroalkyl groups having from 1 to 14 carbon atoms, and aryl groups having from 6 to 10 ring-carbon atoms, and m is an integer of 1 to 11.
References Cited (Backward Citations)
CA890944A
Cited
US2713593A
Cited
US3214478A
Cited
US3342875A
Cited
US3250808A
Cited
US3393228A
Cited
GB1194431A
Cited
US3597359A
Cited
US4094911A
Cited
US3787351A
Cited
US3962460A
Cited
US3903012A
Cited
US3911138A
Cited
US3911138B1
Cited
US4118421A
Cited
US4173654A
Cited
US4169807A
Cited
US4357282A
Cited
US5023362A
Cited
US4686024A
Cited
US4729856A
Cited
US5077036A
Cited
US4973716A
Cited
US4940814A
Cited
US4847427A
Cited
US5055138A
Cited
WO1990001901A1
Cited
US5053536A
Cited
WO1990003357A1
Cited
US5093432A
Cited
US5202480A
Cited
WO1990006296A1
Cited
US5104034A
Cited
US5118494A
Cited
EP0482938A1
Cited
US5125978A
Cited
US5089152A
Cited
WO1992022678A1
Cited
US5185473A
Cited
US5210106A
Cited
WO1993011868A1
Cited
US5262082A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1998-12-18 | 1999-06-19 | 1999-12-19 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 2002-12-18 | 2003-06-19 | 2003-12-19 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2006-12-18 | 2007-06-19 | 2007-12-19 | $7700.00 | Window Closed / Lapsed |