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US4957904A
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Perfluoroalkylthioglycosides
Assignee: BASF Corp
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Filing: 1989-05-18
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Granted: 1990-09-18
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Expires: 2009-05-18
Abstract
Abstract Novel nonionic perfluoroalkylthioglycosides of the formula, R f -E-S-saccharide are described, wherein R f is a straight or branched chain perfluoroalkyl of 1 to 18 carbon atoms or said perfluoroalkyl substituted by perfluoroalkoxy of 2 to 6 carbon atoms, E is a connecting group, and the saccharide is a mono-, di-, or higher oligosaccharide, comprising 1 to 30 units of 5, 6 or 7 carbon-membered sugars.
Inventors
- 👤 Robert A. Falk
- 👤 Kirtland P. Clark
- 👤 Gregory R. Coughlin
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-03 20:11
CPC Classifications
C; C09; C09B; C09B67/00; C09B67/0033; C09B67/0034; C09B67/0038; C09B1/00; C09B1/50; C09B1/51; C09B1/514; D; D06; D06P; D06P3/00; D06P3/34; D06P3/52; Y; Y10; Y10S; Y10S516/00; Y10S516/01; Y10S516/03; Y10S516/04; Y10S516/05; Y10S8/00; Y10S8/92; Y10S8/922
Claims Analysis
Total Claims: 20
Claim 1
Independent Claim
149 words
A compound of the formula R.sub.f -E-S-saccharide wherein R f is a straight or branched chain perfluoroalkyl of 1 to 18 carbon atoms or said perfluoroalkyl substituted by perfluoroalkoxy of 2 to 6 carbon atoms; E is branched or straight chain alkylene of 1 to 10 carbon atoms or said alkylene interrupted by up to three groups selected from the group consisting of --NR--, --O--, --S--, --SO 2 --, --COO--, --OOC--, --CONR--,--NRCO--, --SO 2 NR--, and --NRSO 2 --, or is terminated at the R f end with --CONR--or --SO 2 NR--, where R f is attached to the carbon or sulfur atom, and where R is independently hydrogen, alkyl of 1 to 6 carbon atoms or hydroxyalkyl of 2 to 6 carbon atoms; and saccharide is a mono-, di-, or higher oligosaccharide comprising 1 to 30 units of a 5, 6, or 7 carbon-membered sugar or mixture thereof.
Claim 2
Dependent Claim
149 words
A compound of the formula R.sub.f -E-S-saccharide wherein R f is a straight or branched chain perfluoroalkyl of 1 to 18 carbon atoms or said perfluoroalkyl substituted by perfluoroalkoxy of 2 to 6 carbon atoms; E is branched or straight chain alkylene of 1 to 10 carbon atoms or said alkylene interrupted by up to three groups selected from the group consisting of --NR--, --O--, --S--, --SO 2 --, --COO--, --OOC--, --CONR--,--NRCO--, --SO 2 NR--, and --NRSO 2 --, or is terminated at the R f end with --CONR--or --SO 2 NR--, where R f is attached to the carbon or sulfur atom, and where R is independently hydrogen, alkyl of 1 to 6 carbon atoms or hydroxyalkyl of 2 to 6 carbon atoms; and saccharide is a mono-, di-, or higher oligosaccharide comprising 1 to 30 units of a 5, 6, or 7 carbon-membered sugar or mixture thereof.
Claim 3
Dependent Claim
39 words
A compound according to claim 1 wherein R f is a straight or branched chain perfluoroalkyl of 1 to 12 carbon atoms or perfluoroalkyl of 2 to 6 carbon atoms substituted by perfluoroalkoxy of 2 to 6 carbon atoms.
Claim 4
Dependent Claim
23 words
A compound according to claim 1 wherein said R f is a straight or branched chain perfluoroalkyl of 1 to 12 carbon atoms.
Claim 5
Dependent Claim
23 words
A compound according to claim 1 wherein said R f is a straight or branched chain perfluoroalkyl of 6 to 12 carbon atoms.
Claim 6
Dependent Claim
68 words
A compound according to claim 1 wherein E is a straight or branched chain alkylene of 2 to 6 carbon atoms, or E is --CONHCH 2 CH 2 --, --CH 2 CH 2 N(CH 3 )CH 2 CH 2 --, --CH 2 CH 2 SO 2 NHCH 2 CH 2 --, --CH 2 CH 2 OCH 2 CH 2 --. or --SO 2 NHCH 2 CH 2 --.
Claim 7
Dependent Claim
22 words
A compound according to claim 1 wherein said E is a branched or straight chain alkylene of 2 to 6 carbon atoms.
Claim 8
Dependent Claim
11 words
A compound according to claim 1 wherein said E is ethylene.
Claim 9
Dependent Claim
32 words
A compound according to claim 1 wherein said saccharide is a mono-, di-, or higher oligosaccharide comprising 1 to 6 units of a 5, 6, or 7 carbon-membered sugar or mixture thereof.
Claim 10
Dependent Claim
33 words
A compound according to claim 1 wherein said saccharide is a mono-, di-, or higher oligosaccharide comprising 1 to 3 units of a 5, 6, or 7 carbon- membered sugar or mixture thereof
Claim 11
Dependent Claim
15 words
A compound according to claim 1 wherein said sugar is a 6 carbon- membered sugar.
Claim 12
Dependent Claim
31 words
A compound according to claim 1 wherein said sugar is selected from the group consisting of glucose, fructose, mannose, galactose, talose, allose, altrose, idose, arabinose, xylose, lyxose, ribose and mixtures thereof.
Claim 13
Dependent Claim
22 words
A compound according to claim 11 wherein said sugar is selected from the group consisting of glucose, mannose, galactose and mixtures thereof.
Claim 14
Dependent Claim
11 words
A compound according to claim 12 wherein said sugar is glucose.
Claim 15
Dependent Claim
43 words
A compound according to claim 1 wherein R f is perfluoroalkyl of 6 to 12 carbon atoms, E is ethylene and saccharide is a mono-, di-, or higher oligosaccharide comprising 1 to 3 units of a 5, 6, or 7 carbon- membered sugar.
Claim 16
Dependent Claim
15 words
A compound according to claim 1 wherein the saccharide is glucose pentaacetate or maltose octaacetate.
Claim 17
Dependent Claim
29 words
A stable, aqueous emulsion, useful as a synthetic blood substitute, which comprises (a) a fluorochemical oxygen carrier, and (b) an effective amount of a compound according to claim 1.
Claim 18
Dependent Claim
31 words
A method of decreasing the surface tension of an aqueous solution comprising adding an effective amount of a compound or mixture of compounds according to claim 1 to said aqueous solution.
Claim 19
Dependent Claim
18 words
A method according to claim 17 wherein the effective amount is about 0.0001 to about 2.0 wt. %.
Claim 20
Dependent Claim
23 words
A method according to claim 17 wherein said surface tension is decreased to below 17 dynes/cm at 0.01% by weight of perfluoroalkyl-thiosaccharide added.
References Cited (Backward Citations)
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