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US4958039A Expired / Lapsed US ⏱️ 0.0 years remaining

Modified fluorocarbonylimino biurets

Assignee: EIDP Inc
•
Filing: 1984-08-24
•
Granted: 1990-09-18
•
Expires: 2004-08-24
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Abstract

Abstract Fluorocarbonylimino biurets derived from a tris(isocyanotoalkane)biuret, a fluoroaliphatic alcohol and a modifier group imports oil/water repellency, soil-release properties.

Inventors

  • 👤 Engelbert Pechhold

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-30 10:18
CPC Classifications
D; D06; D06M; D06M13/00; D06M13/322; D06M13/402; D06M13/425; D06M13/428; C; C07; C07C; C07C275/00; C07C275/46; C07C275/58; C07C275/62; Y; Y10; Y10T; Y10T428/00; Y10T428/29; Y10T428/2913; Y10T428/2915; Y10T428/2933; Y10T428/2962; Y10T428/2964; Y10T428/2967; Y10T428/2969; Y10T442/00; Y10T442/20; Y10T442/2164; Y10T442/2172; Y10T442/2221; Y10T442/2238; Y10T442/2279

Claims Analysis

Total Claims: 30
Claim 1
Independent Claim 265 words
A fluorocarbonylimino biuret of the formula: ##STR16## wherein Z is a tris-(carbonylimino)biuret radical of the general formula ##STR17## in which R is an aliphatic or cycloaliphatic residue of 4 to 20 carbon atoms, optionally substituted with alkyl or alkoxy substituents; R f is a fully-fluorinated straight or branched aliphatic radical of 3 to 20 carbon atoms which can be interrupted by oxygen atoms; A is a divalent radical consisting of --SO 2 NR 3 13 , --CONR 3 , --S--, or --SO 2 --, wherein R 3 is H or alkyl or 1 to 6 carbon atoms; B is a divalent linear hydrocarbon radical --C n H 2n -- which can be end-capped by ##STR18## wherein n is 0 to 12, z is 1 to 50, and R 4 is H or lower alkyl; X is O, S or NR 5 , wherein R 5 is H or lower alkyl; R' is a monovalent fluorine-free alicyclic, aromatic or heterocyclic radical substituted with one or more of the following: --Cl, --Br, OR 6 , CO 2 R 6 , --Si(OR 6 ) 3 , --N.sup.⊕ (R 6 ) 3 or vicinal --OH/--Cl or --OH/--Br, wherein R 6 is alkyl 1 to 18 carbon atoms, R" is any substituted or unsubstituted fluorine containing fluorine-free aliphatic, alicyclic, aromatic or heterocyclic radical with a valency of at least 2 and not more than 100; m is zero or 1; p is 1 or 2; q is (3-p), i.e., either 2 or 1; r is 1 or 2; s is (2-r); and t is an integer of 2 to 100.
Claim 2
Dependent Claim 265 words
A fluorocarbonylimino biuret of the formula: ##STR16## wherein Z is a tris-(carbonylimino)biuret radical of the general formula ##STR17## in which R is an aliphatic or cycloaliphatic residue of 4 to 20 carbon atoms, optionally substituted with alkyl or alkoxy substituents; R f is a fully-fluorinated straight or branched aliphatic radical of 3 to 20 carbon atoms which can be interrupted by oxygen atoms; A is a divalent radical consisting of --SO 2 NR 3 13 , --CONR 3 , --S--, or --SO 2 --, wherein R 3 is H or alkyl or 1 to 6 carbon atoms; B is a divalent linear hydrocarbon radical --C n H 2n -- which can be end-capped by ##STR18## wherein n is 0 to 12, z is 1 to 50, and R 4 is H or lower alkyl; X is O, S or NR 5 , wherein R 5 is H or lower alkyl; R' is a monovalent fluorine-free alicyclic, aromatic or heterocyclic radical substituted with one or more of the following: --Cl, --Br, OR 6 , CO 2 R 6 , --Si(OR 6 ) 3 , --N.sup.⊕ (R 6 ) 3 or vicinal --OH/--Cl or --OH/--Br, wherein R 6 is alkyl 1 to 18 carbon atoms, R" is any substituted or unsubstituted fluorine containing fluorine-free aliphatic, alicyclic, aromatic or heterocyclic radical with a valency of at least 2 and not more than 100; m is zero or 1; p is 1 or 2; q is (3-p), i.e., either 2 or 1; r is 1 or 2; s is (2-r); and t is an integer of 2 to 100.
Claim 3
Dependent Claim 108 words
A fluorocarbonyl biuret of the formula: [R.sub.f --(A).sub.m --B--O--.sub.p Z--[X--R'].sub.q wherein Z is ##STR19## R f is a fully-fluorinated straight or branched aliphatic radical of 3 to 20 carbon atoms which can be interrupted by oxygen atoms; A is a divalent radical selected from --SO 2 NR 3 --, --CONR 3 --, --S--, or --SO 2 , where R 3 is H or alkyl of 1 to 6 carbon atoms; B is a divalent linear hydrocarbon radical --C n H 2n -- which can be end capped by ##STR20## where n is 0 to 12, z is 1 to 50, and R 4 is H or lower alkyl;
Claim 4
Dependent Claim 108 words
A fluorocarbonyl biuret of the formula: [R.sub.f --(A).sub.m --B--O--.sub.p Z--[X--R'].sub.q wherein Z is ##STR19## R f is a fully-fluorinated straight or branched aliphatic radical of 3 to 20 carbon atoms which can be interrupted by oxygen atoms; A is a divalent radical selected from --SO 2 NR 3 --, --CONR 3 --, --S--, or --SO 2 , where R 3 is H or alkyl of 1 to 6 carbon atoms; B is a divalent linear hydrocarbon radical --C n H 2n -- which can be end capped by ##STR20## where n is 0 to 12, z is 1 to 50, and R 4 is H or lower alkyl;
Claim 5
Dependent Claim 85 words
X is O, S, or NR 5 , where R 5 is H or lower alkyl; R' is a monovalent fluorine-free aliphatic, alicyclic, aromatic or heterocyclic hydrocarbon radical substituted with one or more of the following: --Cl, --Br, --OR 6 , --CO 2 R 6 , --Si'(OR 6 ) 3 , --N.sup.⊕ (R 6 ) 3 or vicinal --OH/--Cl, --Br, where R 6 is alkyl of 1 to 18 carbon atoms; m is 0 or 1; p is 1 or 2; and q is (3-p).
Claim 6
Dependent Claim 85 words
X is O, S, or NR 5 , where R 5 is H or lower alkyl; R' is a monovalent fluorine-free aliphatic, alicyclic, aromatic or heterocyclic hydrocarbon radical substituted with one or more of the following: --Cl, --Br, --OR 6 , --CO 2 R 6 , --Si'(OR 6 ) 3 , --N.sup.⊕ (R 6 ) 3 or vicinal --OH/--Cl, --Br, where R 6 is alkyl of 1 to 18 carbon atoms; m is 0 or 1; p is 1 or 2; and q is (3-p).
Claim 7
Dependent Claim 59 words
A fluorocarbonylimino biuret according to claim 2 wherein R f is --C n F 2n+1 , where n is 3 to 14; A is --SO 2 NCH 3 -- or --SO 2 NC 2 H 5 --; B is --C n H 2n --, where n is 2 to 6; X is O or NH; and R' is aliphatic.
Claim 8
Dependent Claim 18 words
A fluorocarbonylimino biuret according to claim 3 wherein m is zero; p is 2; and q is 1.
Claim 9
Dependent Claim 15 words
A fluorocarbonylimino biuret according to claim 4 wherein R' is ##STR21## and X is oxygen.
Claim 10
Dependent Claim 15 words
A fluorocarbonylimino biuret according to claim 4 wherein R' is ##STR22## and X is oxygen.
Claim 11
Dependent Claim 24 words
A fluorocarbonylimino biuret according to claim 4 wherein R' is --(CH 2 ) 3 --Si(OC 2 H 5 ) 3 and X is NH.
Claim 12
Dependent Claim 15 words
A fluorocarbonylimino biuret according to claim 4 wherein R' is ##STR23## and X is oxygen.
Claim 13
Dependent Claim 67 words
A fluorocarbonylimino biuret of the formula [[R.sub.f --B--O].sub.2 --Z--X].sub.2 --R" wherein Z is ##STR24## R f is --C n F 2n+1 , where n is 3 to 14; B is --C n H 2n --, where n is 2 to 6; X is O or NH; and R" is any substituted or unsubstituted fluorine-containing or fluorine-free aliphatic, alicyclic, aromatic or hetero-cyclic radical with a valency of 2.
Claim 14
Dependent Claim 67 words
A fluorocarbonylimino biuret of the formula [[R.sub.f --B--O].sub.2 --Z--X].sub.2 --R" wherein Z is ##STR24## R f is --C n F 2n+1 , where n is 3 to 14; B is --C n H 2n --, where n is 2 to 6; X is O or NH; and R" is any substituted or unsubstituted fluorine-containing or fluorine-free aliphatic, alicyclic, aromatic or hetero-cyclic radical with a valency of 2.
Claim 15
Dependent Claim 19 words
A fluorocarbonylimino biuret according to claim 9 wherein X is oxygen and R" is --(CH 2 ) 4 --.
Claim 16
Dependent Claim 38 words
A fluorocarbonylimino biuret according to claim 9 wherein X is oxygen; and R" is ##STR25## in which R f is a fluorinated aliphatic radical of at least four fully fluorinated carbon atoms and w is 1 to 4.
Claim 17
Dependent Claim 15 words
A fluorocarbonylimino biuret according to claim 9 wherein X is oxygen and R" is ##STR26##
Claim 18
Dependent Claim 18 words
A fluorocarbonylimino biuret according to claim 9 wherein R" is ##STR27## X is NH; and y is 18.
Claim 19
Dependent Claim 23 words
A synthetic or natural fiber or fabric treated with a fluorocarbonylimino biuret according to claim 1 to impart oil/water repellency and soil resistance.
Claim 20
Dependent Claim 23 words
A synthetic or natural fiber or fabric treated with a fluorocarbonylimino biuret according to claim 2 to impart oil/water repellency and soil resistance.
Claim 21
Dependent Claim 23 words
A synthetic or natural fiber or fabric treated with a fluorocarbonylimino biuret according to claim 9 to impart oil/water repellency and soil resistance.
Claim 22
Dependent Claim 23 words
A nylon or polyester fiber or fabric treated with a fluorocarbonylimino biuret according to claim 1 to impart oil/water repellency and soil resistance.
Claim 23
Dependent Claim 23 words
A nylon or polyester fiber or fabric treated with a fluorocarbonylimino biuret according to claim 2 to impart oil/water repellency and soil resistance.
Claim 24
Dependent Claim 23 words
A nylon or polyester fiber or fabric treated with a fluorocarbonylimino biuret according to claim 9 to impart oil/water repellency and soil resistance.
Claim 25
Dependent Claim 30 words
A nylon or polyester fiber or fabric treated with a blend of a fluorochemical according to claim 1 and other textile finishing agents to impart oil/water repellency and soil resistance.
Claim 26
Dependent Claim 9 words
A fluorocarbonylimino biuret according to claim 5 comprising ##STR28##
Claim 27
Dependent Claim 23 words
An antisoiling composition comprising a mixture of the compound of claim 21 and ##STR29## wherein n is 3, 4, 5 or mixtures thereof.
Claim 28
Dependent Claim 23 words
A synthetic or natural fiber or fabric treated with a fluorocarbonylimino biuret according to claim 21 to impart oil/water repellency and soil resistance.
Claim 29
Dependent Claim 23 words
A nylon or polyester fiber or fabric treated with a fluorocarbonylimino biuret according to claim 21 to impart oil/water repellency and soil resistance.
Claim 30
Dependent Claim 30 words
A nylon or polyester fiber or fabric treated with a blend of a fluorochemical according to claim 21 and other textile finishing agents to impart oil/water repellency and soil resistance.

References Cited (Backward Citations)

US2145011A Cited
US2309113A Cited
US2764601A Cited
US4668406A Cited
US4748267A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1993-09-17 1994-03-19 1994-09-18 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1997-09-17 1998-03-19 1998-09-18 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2001-09-17 2002-03-19 2002-09-18 $7700.00 Window Closed / Lapsed

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