US4374237A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Silane-containing isocyanate-terminated polyurethane polymers
Assignee: Witco Corp
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Filing: 1981-12-21
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Granted: 1983-02-15
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Expires: 2001-12-21
Abstract
Abstract Curable isocyanate prepolymers have been made in which all or a portion of the available isocyanate terminal groups have been reacted with a secondary amine-containing silane monomer having two trialkoxy silane groups.
Inventors
- 👤 Mitchell H. Berger
- 👤 Walter P. Mayer
- 👤 Robert J. Ward
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-23 20:09
CPC Classifications
C; C09; C09K; C09K3/00; C09K3/10; C09K3/1006; C09K3/1021; C08; C08G; C08G18/00; C08G18/06; C08G18/08; C08G18/10; C08G2190/00
Claims Analysis
Total Claims: 25
Claim 1
Independent Claim
249 words
A curable composition comprising the reaction product of an isocyanate terminated polyurethane prepolymer having at least two urethane linkages per polymer molecule and a bis silane, said reaction product having a number average molecular weight of about 750 to about 20,000 and having 2 to about 9 functional groups, per average molecular weight, selected from the group consisting of: ##STR10## wherein R is a lower alkyl having 1 to about 6 carbons; R 1 is a lower alkyl having 1 to about 4 carbons; each of R 2 and R 3 is an alkylene radical having 2 to 18 carbons or arylene radicals having 6 to 18 carbons, and a is an integer having values of 0 to 2; ##STR11## wherein R, R 1 and a are as above, each of R 4 and R 5 is an alkylene radical having 1 to 4 carbons, and Q is a monovalent radical selected from the group consisting of hydrogen, alkyl having 1 to 4 carbons, phenyl, --COOR 1 or --CN; and ##STR12## wherein R, R 1 and a are as above, each of R 7 and R 8 is an alkylene radical having 1 to 4 carbons, and Q is a monovalent radical selected from the group consisting of hydrogen, alkyl having 1 to 4 carbons, phenyl, COOR 1 or --CN, with the proviso that at least 0.1 percent of the total of said functional groups (1), (2), (3) and (4) is at least one of (2), (3), or (4).
Claim 2
Dependent Claim
249 words
A curable composition comprising the reaction product of an isocyanate terminated polyurethane prepolymer having at least two urethane linkages per polymer molecule and a bis silane, said reaction product having a number average molecular weight of about 750 to about 20,000 and having 2 to about 9 functional groups, per average molecular weight, selected from the group consisting of: ##STR10## wherein R is a lower alkyl having 1 to about 6 carbons; R 1 is a lower alkyl having 1 to about 4 carbons; each of R 2 and R 3 is an alkylene radical having 2 to 18 carbons or arylene radicals having 6 to 18 carbons, and a is an integer having values of 0 to 2; ##STR11## wherein R, R 1 and a are as above, each of R 4 and R 5 is an alkylene radical having 1 to 4 carbons, and Q is a monovalent radical selected from the group consisting of hydrogen, alkyl having 1 to 4 carbons, phenyl, --COOR 1 or --CN; and ##STR12## wherein R, R 1 and a are as above, each of R 7 and R 8 is an alkylene radical having 1 to 4 carbons, and Q is a monovalent radical selected from the group consisting of hydrogen, alkyl having 1 to 4 carbons, phenyl, COOR 1 or --CN, with the proviso that at least 0.1 percent of the total of said functional groups (1), (2), (3) and (4) is at least one of (2), (3), or (4).
Claim 3
Dependent Claim
16 words
Composition claimed in claim 1 containing about 0.1 to about 100 percent of functional group (2).
Claim 4
Dependent Claim
16 words
Composition claimed in claim 1 containing about 0.1 to about 100 percent of functional group (3).
Claim 5
Dependent Claim
16 words
Composition claimed in claim 1 containing about 0.1 to about 100 percent of functional group (4).
Claim 6
Dependent Claim
12 words
Composition claimed in claim 2 wherein the functional group (2) is: ##STR13##
Claim 7
Dependent Claim
12 words
Composition claimed in claim 3 wherein the functional group (3) is: ##STR14##
Claim 8
Dependent Claim
12 words
Composition claimed in claim 4 wherein the functional group (4) is: ##STR15##
Claim 9
Dependent Claim
19 words
Composition claimed in claim 1 wherein the polyurethane is the reaction product of polyoxyalkylene polyol and an aromatic diisocyanate.
Claim 10
Dependent Claim
20 words
Composition claimed in claim 8 wherein the polyoxyalkylene polyol is a polyoxyalkylene glycol and the aromatic diisocyanate is toluene diisocyanate.
Claim 11
Dependent Claim
23 words
Composition claimed in claim 1 wherein the polyurethane is the reaction product of a polyoxyalkylene diol, a polyoxyalkylene triol and an aromatic polyisocyanate.
Claim 12
Dependent Claim
27 words
Composition claimed in claim 10 wherein the polyoxyalkylene diol is a polyoxypropylene glycol, the polyoxyalkylene triol is a polyoxypropylene triol and the aromatic polyisocyanate is toluene diisocyanate.
Claim 13
Dependent Claim
6 words
The cured polymer of claim 1.
Claim 14
Dependent Claim
6 words
The cured polymer of claim 2.
Claim 15
Dependent Claim
6 words
The cured polymer of claim 3.
Claim 16
Dependent Claim
6 words
The cured polymer of claim 4.
Claim 17
Dependent Claim
6 words
The cured polymer of claim 5.
Claim 18
Dependent Claim
6 words
The cured polymer of claim 6.
Claim 19
Dependent Claim
6 words
The cured polymer of claim 7.
Claim 20
Dependent Claim
11 words
A sealant composition comprising the curable composition claimed in claim 1.
Claim 21
Independent Claim
215 words
A method of formulating a sealant composition having enhanced wet adhesion which comprises: (1) reacting a polyol with a stoichiometric excess of a polyisocyanate to provide an --NCO terminated polyurethane prepolymer; and (2) end-capping at least 0.1% of said --NCO terminal groups by contacting them with a bis-silane selected from the group consisting of: ##STR16## wherein R is a lower alkyl having 1 to about 6 carbons; R 1 is a lower alkyl having 1 to about 4 carbons, each of R 2 and R 3 is an alkylene radical having 2 to 18 carbons or arylene radicals having 6 to 18 carbons, and a is an integer having values of 0 to 2; ##STR17## wherein R, R 1 and a are as above, each of R 4 and R 5 is an alkylene radical having 1 to 4 carbons, and Q is a monovalent radical selected from the group consisting of hydrogen, alkyl having 1 to 4 carbons, phenyl, --COOR 1 or --CN; and ##STR18## wherein R, R 1 and a are as above, each of R 7 and R 8 is an alkylene radical having 1 to 4 carbons, and Q is a monovalent radical selected from the group consisting of hydrogen, alkyl having 1 to 4 carbons, phenyl, COOR 1 or --CN.
Claim 22
Independent Claim
215 words
A method of formulating a sealant composition having enhanced wet adhesion which comprises: (1) reacting a polyol with a stoichiometric excess of a polyisocyanate to provide an --NCO terminated polyurethane prepolymer; and (2) end-capping at least 0.1% of said --NCO terminal groups by contacting them with a bis-silane selected from the group consisting of: ##STR16## wherein R is a lower alkyl having 1 to about 6 carbons; R 1 is a lower alkyl having 1 to about 4 carbons, each of R 2 and R 3 is an alkylene radical having 2 to 18 carbons or arylene radicals having 6 to 18 carbons, and a is an integer having values of 0 to 2; ##STR17## wherein R, R 1 and a are as above, each of R 4 and R 5 is an alkylene radical having 1 to 4 carbons, and Q is a monovalent radical selected from the group consisting of hydrogen, alkyl having 1 to 4 carbons, phenyl, --COOR 1 or --CN; and ##STR18## wherein R, R 1 and a are as above, each of R 7 and R 8 is an alkylene radical having 1 to 4 carbons, and Q is a monovalent radical selected from the group consisting of hydrogen, alkyl having 1 to 4 carbons, phenyl, COOR 1 or --CN.
Claim 23
Dependent Claim
10 words
Method claimed in claim 20 wherein the bis-silane is (A).
Claim 24
Dependent Claim
10 words
Method claimed in claim 20 wherein the bis-silane is (B).
Claim 25
Dependent Claim
10 words
Method claimed in claim 20 wherein the bis-silane is (C).
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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) | 1986-02-14 | 1986-08-16 | 1987-02-15 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1990-02-14 | 1990-08-16 | 1991-02-15 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1994-02-14 | 1994-08-16 | 1995-02-15 | $7700.00 | Window Closed / Lapsed |