Patent US4482885A successfully refreshed from Google Patents.
US3972856A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Polyurethanes containing poly(perfluoroalkylene oxides) units
Assignee: 3M Co
•
Filing: 1973-10-03
•
Granted: 1976-08-03
•
Expires: 1993-10-03
Abstract
Abstract Low temperature flexible fluorine-containing, elastomeric polyurethane containing poly(perfluoroalkylene oxide) units, --CF 2 O--(CF 2 CF 2 O) m (CF 2 O) n --CF 2 --, are prepared, for example, by reacting hydroxy-terminated poly(perfluoroalkylene oxide) with polyisocyanate, said polyurethane being useful in the shape of a seal or gasket or useful as a structural adhesive or a solid propellant binder.
Inventors
- 👤 Ronald A. Mitsch
- 👤 Joseph La Mar Zollinger
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-23 22:32
CPC Classifications
C; C07; C07D; C07D263/00; C07D263/52; C07D263/62; C06; C06B; C06B45/00; C06B45/04; C06B45/06; C06B45/10; C07C; C07C265/00; C07C309/00; C07C309/63; C07C309/64; C07C309/65; C07D271/00; C07D271/02; C07D271/10; C07D303/00; C07D303/02; C07D303/12; C07D303/18; C07D303/20; C07D303/24; C08; C08G; C08G18/00; C08G18/06; C08G18/28; C08G18/40; C08G18/48; C08G18/50; C08G18/5003; C08G18/5015; C08G18/70; C08G18/72; C08G18/77; C08G18/771; C08G18/773; C08G65/00; C08G65/002; C08G65/005; C08G65/007; C08G65/02; C08G65/32; C08G65/329; C08G65/333; C08G65/336; C08G69/00; C08G69/42; C08G77/00; C08G77/42; C08G77/46; C10; C10M; C10M3/00; C10M2211/00; C10M2211/02; C10M2213/00; C10M2213/04; C10M2213/06; C10M2215/00; C10M2215/08; C10M2215/082; C10M2215/14; C10M2215/16; C10M2215/22; C10M2215/221; C10M2215/222; C10M2215/225; C10M2215/226; C10M2215/24; C10M2215/28; C10M2215/30; C10M2217/00; C10M2217/02; C10M2217/04; C10M2221/00; C10M2221/04; C10M2227/00; C10M2227/02; C10M2227/04; C10N; C10N2040/00; C10N2040/08; C10N2040/14; C10N2040/16; C10N2040/17; C10N2040/175; C10N2040/18; C10N2040/185
Claims Analysis
Total Claims: 23
Claim 1
Independent Claim
47 words
Polyurethane having a glass transition temperature lower than -78°C. and comprising urethane linkages and backbone units of the formula --CF.sub.2 O--(CF.sub.2 CF.sub.2 O).sub.m (CF.sub.2 O).sub.n --CF.sub.2 -- where m and n designate randomly distributed perfluoroethyleneoxy and perfluoromethyleneoxy backbone subunits, respectively, the ratio m/n being 0.2/1 to 5/1.
Claim 2
Dependent Claim
47 words
Polyurethane having a glass transition temperature lower than -78°C. and comprising urethane linkages and backbone units of the formula --CF.sub.2 O--(CF.sub.2 CF.sub.2 O).sub.m (CF.sub.2 O).sub.n --CF.sub.2 -- where m and n designate randomly distributed perfluoroethyleneoxy and perfluoromethyleneoxy backbone subunits, respectively, the ratio m/n being 0.2/1 to 5/1.
Claim 3
Dependent Claim
22 words
Polyurethane according to claim 1, wherein said ratio m/n is 0.7/1 to 1.6/1, and said glass transition temperature is lower than -90°C.
Claim 4
Dependent Claim
19 words
Polyurethane according to claim 1, wherein said backbone units have a number average molecular weight of 500 to 20,000.
Claim 5
Dependent Claim
19 words
Polyurethane according to claim 1, wherein said backbone units have a number average molecular weight of 500 to 10,000.
Claim 6
Dependent Claim
19 words
Polyurethane according to claim 1, wherein said backbone units have a number average molecular weight of 800 to 5000.
Claim 7
Dependent Claim
33 words
Polyurethane according to claim 1, wherein said ratio m/n is 0.7/1, said backbone units have a number average molecular weight of 1700 to 2840, and said glass transition temperature is less than -100°C.
Claim 8
Dependent Claim
62 words
In a method of preparing polyurethane by reacting polyisocyanate reactant with diol or polyol reactant, the improvement comprising using as either or both of said reactants a material having backbone units of the formula: --CF.sub.2 O--(CF.sub.2 CF.sub.2 O).sub.m (CF.sub.2 O).sub.n --CF.sub.2 -- where m and n designate randomly distributed perfluoroethyleneoxy and perfluoromethyleneoxy backbone subunits, respectively, the ratio m/n being 0.2/1 to 5/1.
Claim 9
Dependent Claim
62 words
In a method of preparing polyurethane by reacting polyisocyanate reactant with diol or polyol reactant, the improvement comprising using as either or both of said reactants a material having backbone units of the formula: --CF.sub.2 O--(CF.sub.2 CF.sub.2 O).sub.m (CF.sub.2 O).sub.n --CF.sub.2 -- where m and n designate randomly distributed perfluoroethyleneoxy and perfluoromethyleneoxy backbone subunits, respectively, the ratio m/n being 0.2/1 to 5/1.
Claim 10
Dependent Claim
57 words
The method according to claim 7 wherein said diol or polyol reactant is linear hydroxy-terminated poly(perfluoroalkylene oxide) having the general formula: R--CF.sub.2 O--(CF.sub.2 CF.sub.2 O).sub.m (CF.sub.2 O).sub.n --CF.sub.2 --R' where R and R' are hydroxy-substituted organic radicals, and m and n designate randomly distributed perfluoroethyleneoxy and perfluoromethyleneoxy backbone subunits, respectively, the ratio m/n being 0.2/1 to 5/1.
Claim 11
Dependent Claim
31 words
The method of claim 8, wherein R and R' are methylol or --C(O)N(R")CH 2 CH 2 OH, and R" is hydrogen, lower alkyl of 1 to 8 carbon atoms, or ethylol.
Claim 12
Dependent Claim
11 words
The method of claim 8, where R and R' are methylol.
Claim 13
Dependent Claim
15 words
The method of claim 8, where R and R' are --C(O)N(H)CH 2 CH 2 OH.
Claim 14
Dependent Claim
17 words
The method of claim 8, where R and R' are --C(O)N(CH 3 )CH 2 CH 2 OH.
Claim 15
Dependent Claim
17 words
The method of claim 8, where R and R' are --C(O)N(CH 2 CH 2 OH) 2 .
Claim 16
Dependent Claim
22 words
The method of claim 8, wherein said ratio m/n is 0.7/1 to 1.6/1, and said glass transition temperature is lower than -90°C.
Claim 17
Dependent Claim
19 words
The method of claim 8, wherein said poly(perfluoroalkylene oxide) had a number average molecular weight of 500 to 20,000.
Claim 18
Dependent Claim
19 words
The method of claim 8, wherein said poly(perfluoroalkylene oxide) had a number average molecular weight of 500 to 10,000.
Claim 19
Dependent Claim
19 words
The method of claim 8, wherein said poly(perfluoroalkylene oxide) has a number average molecular weight of 800 to 5000.
Claim 20
Dependent Claim
37 words
The method of claim 8, where R and R' are methylol, said ratio m/n is 0.7/1, said glass transition temperature is less than -100°C., and poly(perfluoroalkylene oxide) has a number average molecular weight of 1700 to 2840.
Claim 21
Dependent Claim
48 words
The method according to claim 7 wherein said polyisocyanate reactant is isocyanate-terminated poly(perfluoroalkylene oxide) having backbone units of the formula --CF.sub.2 O--(CF.sub.2 CF.sub.2 O).sub.m (CF.sub.2 O).sub.n --CF.sub.2 -- where m and n designate randomly distributed perfluoroethyleneoxy and perfluoromethyleneoxy backbone subunits, respectively, the ratio m/n being 0.2/1 to 5/1.
Claim 22
Dependent Claim
22 words
The method according to claim 19, wherein said isocyanate-terminated poly(perfluoroalkylene oxide) is OCNCH.sub.2 --CF.sub.2 --(CF.sub.2 CF.sub.2 O).sub.m (CF.sub.2 O).sub.n --CF.sub.2 --CH.sub.2 NCO.
Claim 23
Dependent Claim
9 words
A shaped article comprising the polyurethane of claim 1.
References Cited (Backward Citations)
US3810874A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1979-08-03 | 1980-02-02 | 1980-08-03 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1983-08-03 | 1984-02-02 | 1984-08-03 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1987-08-03 | 1988-02-02 | 1988-08-03 | $7700.00 | Window Closed / Lapsed |