Patent US4098742A successfully refreshed from Google Patents.
US4098742A
Expired / Lapsed
US
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Fluorine and silicone containing polymers
Assignee: BASF Corp
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Filing: 1977-01-24
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Granted: 1978-07-04
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Expires: 1997-01-24
Abstract
Abstract Polyurethanes which contain at least one segment derived from a perfluoroalkyl-substituted diol and at least one segment derived from a reactive-hydrogen-containing polysiloxane, which are synthesized by co-polycondensation with an organic diisocyanate.
Inventors
- 👤 Karl Friedrich Mueller
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-25 19:47
CPC Classifications
C; C08; C08G; C08G18/00; C08G18/06; C08G18/28; C08G18/40; C08G18/61; C08G18/30; C08G18/38; C08G18/3802; C08G18/3804; C08G18/3812; C08G77/00; C08G77/42; C08G77/452; C08G77/458; D; D06; D06M; D06M15/00; D06M15/19; D06M15/37; D06M15/643; D06M15/653; Y; Y10; Y10S; Y10S428/00; Y10S428/911; Y10T; Y10T428/00; Y10T428/24; Y10T428/24355; Y10T428/24364; Y10T428/249921; Y10T428/249953; Y10T428/249987; Y10T428/249991; Y10T428/249992; Y10T428/28; Y10T428/2835; Y10T428/29; Y10T428/2913; Y10T428/2933; Y10T428/2962
Claims Analysis
Total Claims: 22
Claim 1
Independent Claim
226 words
A polyurethane comprising 5 to 60% of a perfluoroalkyl-containing segment and 40-95% of a siloxane-containing segment, wherein the perfluoroalkyl-containing segment is selected from those of the structure: ##STR20## the siloxane-containing segment is selected from those of the structures ##STR21## wherein D is lower alkylene, cycloalkylene, phenylene or naphthylene, R is a branched or straight chain bridging group selected from alkylene of 1 to 12 carbon atoms, alkylene thioalkylene of 2 to 12 carbon atoms, alkylene polyoxyalkylene of 4 to 80 carbon atoms and 1 to 40 oxygen atoms, alkyleneiminoalkylene of 1 to 12 carbon atoms where the nitrogen atom contains as a third substituent hydrogen or an alkyl or hydroxy-alkyl group of 1 to 6 carbon atoms, R f is perfluoroalkyl of 4 to 18 carbon atoms or a perfluoroalkoxyperfluoroalkyl of 4 to 24 carbon atoms, X is oxygen or sulfur or NH, n is 1 to 5, a is 1 or 2, x 1 , x 2 , x 3 and x 4 are independently of each other 1 to 40 with x 1 + x 2 + x 3 + x 4 = 5 to 75, z is 0 or 1, R 1 is alkylene of 3 to 5 carbon atoms or a polyalkoxy chain of 1 to 15 alkoxy units of 2 or 3 carbon atoms each, and x is 5 to 50.
Claim 2
Dependent Claim
226 words
A polyurethane comprising 5 to 60% of a perfluoroalkyl-containing segment and 40-95% of a siloxane-containing segment, wherein the perfluoroalkyl-containing segment is selected from those of the structure: ##STR20## the siloxane-containing segment is selected from those of the structures ##STR21## wherein D is lower alkylene, cycloalkylene, phenylene or naphthylene, R is a branched or straight chain bridging group selected from alkylene of 1 to 12 carbon atoms, alkylene thioalkylene of 2 to 12 carbon atoms, alkylene polyoxyalkylene of 4 to 80 carbon atoms and 1 to 40 oxygen atoms, alkyleneiminoalkylene of 1 to 12 carbon atoms where the nitrogen atom contains as a third substituent hydrogen or an alkyl or hydroxy-alkyl group of 1 to 6 carbon atoms, R f is perfluoroalkyl of 4 to 18 carbon atoms or a perfluoroalkoxyperfluoroalkyl of 4 to 24 carbon atoms, X is oxygen or sulfur or NH, n is 1 to 5, a is 1 or 2, x 1 , x 2 , x 3 and x 4 are independently of each other 1 to 40 with x 1 + x 2 + x 3 + x 4 = 5 to 75, z is 0 or 1, R 1 is alkylene of 3 to 5 carbon atoms or a polyalkoxy chain of 1 to 15 alkoxy units of 2 or 3 carbon atoms each, and x is 5 to 50.
Claim 3
Dependent Claim
16 words
The polyurethane of claim 1, wherein R f is perfluoroalkyl of 6 to 12 carbon atoms.
Claim 4
Dependent Claim
30 words
The polyurethane of claim 2, wherein the perfluoroalkyl-segment is prepared from a diol of the structure: ##STR22## wherein R 6 is H- or R f --CH 2 --CH 2 --S--.
Claim 5
Dependent Claim
56 words
The polyurethane of claim 1, wherein the siloxane-containing segment is prepared from a siloxane selected from the group consisting of: ##STR23## where R 1 is an alkyl group of 3 to 5 carbon atoms or a polyalkoxy chain with 1 to 15 lower alkoxy units, x is 5 to 75 and X is --O-- or --S--.
Claim 6
Dependent Claim
51 words
The polyurethane of claim 4, wherein the siloxane is of the structure where R 1 is a polyethoxy chain of an average 13 ethoxy units, x is 10, and X is --O--, or is of the structure where R 1 is --(CH 2 ) 3 --, and x is about 37.
Claim 7
Dependent Claim
56 words
The polyurethane of claim 1, wherein the siloxane-containing segment is prepared from a siloxane selected from the group consisting of: ##STR24## wherein R 1 is a polyalkoxy chain of 1 to 15 lower alkoxy units, x 1 + x 2 + x 3 + x 4 = 5 to 75 and z is 0 or 1.
Claim 8
Dependent Claim
59 words
The polyurethane of claim 6, wherein the siloxane is of the structure where x 1 + x 2 + x 3 + x 4 = 65 to 75 and z is 1, or is of the structure where x 1 + x 2 + x 3 + x 4 = 6 to 8 and z is 0 or 1.
Claim 9
Dependent Claim
17 words
The polyurethane of claim 7, wherein the siloxane is of the structure where R 1 is ##STR25##
Claim 10
Dependent Claim
43 words
The polyurethane of claim 1, wherein the siloxane-containing segment is prepared from a siloxane selected from the group consisting of: ##STR26## wherein x 1 + x 2 + x 3 + x 4 = 10 to 100 and z is 0 or 1.
Claim 11
Dependent Claim
67 words
The polyurethane of claim 1, further comprising up to 50% of a hydrophilic segment of the structure ##STR27## wherein X' is oxygen or NH, R 2 is a diradical moiety of either a tertiary-amino-group-containing diol or diamine, or of a polyalkylene-oxide-containing diol or diamine, or of a carboxy-substituted diol or diamine, X is oxygen or sulfur or NH, and D is lower alkylene, cycloalkylene, phenylene or naphthylene.
Claim 12
Dependent Claim
56 words
The polyurethane of claim 10, wherein 10 to 50% of the hydrophilic segment is present and wherein the hydrophilic segment is of the structure where X and X' are oxygen, and R 2 is --CH 2 CH 2 O) 3-44 CH 2 CH 2 --or X is oxygen, X' is NH and R 2 is ##STR28##
Claim 13
Dependent Claim
39 words
The polyurethane of claim 10, wherein up to 10% of the hydrophilic segment is present and the hydrophilic segment is of the structure where X and X' are oxygen or NH and R 2 is a tertiary-amine-containing lower-alkylene group.
Claim 14
Dependent Claim
43 words
The polyurethane of claim 12, wherein R 2 is of the structure ##STR29## where R 6 is lower alkylene and R 7 is lower alkyl or phenyl, or one of R 6 and R 7 together complete a piperidine or a piperazine ring.
Claim 15
Dependent Claim
12 words
The polyurethane of claim 12, wherein the tertiary amino group is pyridyl.
Claim 16
Dependent Claim
26 words
The polyurethane of claim 1, wherein D is selected from the group consisting of alkylene of 2 to 9 carbon atoms, 4,4'-diphenylmethane, 1,3-benzene, 1,4-benzene, and cyclohexylene.
Claim 17
Dependent Claim
19 words
The polyurethane of claim 15, wherein the cyclohexylene is derived from Dimer Acid or is of the structure ##STR30##
Claim 18
Dependent Claim
121 words
The polyurethane of claim 10, wherein the polyurethane comprises about 20 to 40% of the perfluoroalkyl segment prepared from a diol of the structure ##STR31## where R f is perfluoroalkyl of 6 to 12 carbon atoms; and 50 to 70% of the siloxane-containing segment prepared from a siloxane of the structure ##STR32## where x 1 + x 2 + x 3 + x 4 = 65 to 75 and z is 1, or x 1 + x 2 + x 3 + x 4 = 6 to 8 and z is 0; and about 1to 10% of a hydrophilic segment of the structure ##STR33## and wherein the perfluoroalkyl segment and siloxane segment are prepared by reaction with 2,2,4-(or 2,4,4-) -trimethyl-1,6-hexylene diisocyanate.
Claim 19
Dependent Claim
9 words
An aqueous dispersion containing a polyurethane of claim 1.
Claim 20
Dependent Claim
9 words
An aqueous dispersion containing a polyurethane of claim 10.
Claim 21
Dependent Claim
9 words
Textile material treated with a polyurethane of claim 1.
Claim 22
Dependent Claim
9 words
Textile material treated with the polyurethane of claim 17.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1981-07-03 | 1982-01-02 | 1982-07-04 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-07-03 | 1986-01-02 | 1986-07-04 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-07-03 | 1990-01-02 | 1990-07-04 | $7700.00 | Window Closed / Lapsed |