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US4171282A Expired / Lapsed US ⏱️ 0.0 years remaining

Fluorinated nonionic surfactants

Assignee: Novartis Corp
•
Filing: 1977-12-07
•
Granted: 1979-10-16
•
Expires: 1997-12-07
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Abstract

Abstract The perfluoroalkylthio-substituted half esters and amides of succinic acid having the formula ##STR1## wherein R f is a perfluoroalkyl, R 1 alkylene optionally interrupted with oxygen, sulfur or nitrogen atom, X is oxygen or NH, y is zero or 1, Q is a polyether or polyester diradical moiety having a molecular weight of 300 to 5000 or a polysiloxane having 5 to 80 repeating units and A is hydrogen, hydroxyl, amino, alkoxy of 1 to 21 carbons, phenoxy, alkylphenoxy of 7 to 20 carbons, dialkylamino where each alkyl has 1 to 18 carbons or the group ##STR2## said compounds being prepared by first reacting maleic anhydride with a polyether, polyester, diamine or a polysiloxane derivative of an alcohol or a primary amine and then reacting the product with a perfluoroalkyl alkylene thiol. The novel compounds are useful as surfactants with specific applications as wetting agents in coatings, waxes, emulsions, paints and resins.

Inventors

  • 👤 Karl F. Mueller

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-30 20:14
CPC Classifications
B; B23; B23K; B23K35/00; B23K35/22; B23K35/36; B23K35/3612; C; C08; C08G; C08G63/00; C08G63/68; C08G63/688; C08G63/6884; C08G65/00; C08G65/02; C08G65/32; C08G65/329; C08G65/331; C08G65/332; C08G65/334; C08G65/3342; C08G65/338; C08G77/00; C08G77/04; C08G77/38; C08G77/382

Claims Analysis

Total Claims: 9
Claim 1
Independent Claim 149 words
Perfluorinated substituted half esters and amides having the formula ##STR22## wherein R f is straight or branched chain perfluoroalkyl of 4 to 18 carbon atoms or said perfluoroalkyl substituted by perfluoroalkoxy of 2 to 6 carbon atoms; R 1 is branched or straight chain alkylene of 1 to 12 carbon atoms, alkylenethioalkylene of 2 to 12 carbon atoms, alkyleneoxyalkylene of 2 to 12 carbon atoms or alkyleneiminoalkylene of 2 12 carbon atoms where the nitrogen atom contains as a third substituent, hydrogen or alkyl of 1 to 6 carbon atoms; X is oxygen or NH; Y is 1 or zero; Q is a polyether or polyester diradical moiety having a molecular weight of 300 to 500, or a polysiloxane having 5 to 80 repeating units; and A is hydrogen, hydroxyl, alkoxy of 1 to 21 carbon atoms, phenoxy, alkylphenoxy of 7 to 12 carbon atoms, or the group ##STR23##
Claim 2
Dependent Claim 149 words
Perfluorinated substituted half esters and amides having the formula ##STR22## wherein R f is straight or branched chain perfluoroalkyl of 4 to 18 carbon atoms or said perfluoroalkyl substituted by perfluoroalkoxy of 2 to 6 carbon atoms; R 1 is branched or straight chain alkylene of 1 to 12 carbon atoms, alkylenethioalkylene of 2 to 12 carbon atoms, alkyleneoxyalkylene of 2 to 12 carbon atoms or alkyleneiminoalkylene of 2 12 carbon atoms where the nitrogen atom contains as a third substituent, hydrogen or alkyl of 1 to 6 carbon atoms; X is oxygen or NH; Y is 1 or zero; Q is a polyether or polyester diradical moiety having a molecular weight of 300 to 500, or a polysiloxane having 5 to 80 repeating units; and A is hydrogen, hydroxyl, alkoxy of 1 to 21 carbon atoms, phenoxy, alkylphenoxy of 7 to 12 carbon atoms, or the group ##STR23##
Claim 3
Dependent Claim 46 words
A compound according to claim 1 wherein R f is straight or branched chain perfluoroalkyl of 6 to 12 carbon atoms; R' is alkylene of 1 to 6 carbon atoms; Y is zero; and A is hydroxyl, methoxy or alkylphenoxy of 7 to 15 carbon atoms.
Claim 4
Dependent Claim 16 words
A compound according to claim 2 wherein Q is polyalkyleneoxy of 10 to 15 repeating units.
Claim 5
Dependent Claim 11 words
A compound according to claim 3, wherein the polyalkyleneoxy is polyethyleneoxy.
Claim 6
Dependent Claim 63 words
A compound according to claim 1, wherein R f is straight of branched chain perfluroalkyl of 6 to 12 carbon atoms; R' is ethylene; Y is zero; X is oxygen: and A-q is polyethyleneoxide of MW 400-2000; polypropoxy (having 10-50 repeating units) bis-polyethoxy (10-20) diol; polyetnoxy (10-50), bis-polypropoxy (10-50); methoxy polyethyleneoxide of MW 400-2000; nonylphenoxy polyethylene (5-50) oxide, or octylphenoxy polyethylene (5-50) oxide.
Claim 7
Dependent Claim 26 words
A compound of claim 5 wherein R f has the distribution 27% (±5%) C 6 , 50% (±5%) C 8 and 23% (±5%) C 10 .
Claim 8
Dependent Claim 10 words
A compound according to claim 1 of the formula ##STR24##
Claim 9
Dependent Claim 33 words
A mixture of compounds of claim 1 having the formula ##STR25## wherein R f has a distribution of 27% (±5%) C 6 , 50% (±5%) C 8 and 23% (±5%) C 10 .

References Cited (Backward Citations)

US3172910A Cited
US2341846A Cited
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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) 1982-10-15 1983-04-16 1983-10-16 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1986-10-15 1987-04-16 1987-10-16 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1990-10-15 1991-04-16 1991-10-16 $7700.00 Window Closed / Lapsed

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