US4067844A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Urethane polymers and sealant compositions containing the same
Assignee: Tremco LLC
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Filing: 1976-12-22
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Granted: 1978-01-10
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Expires: 1996-12-22
Abstract
Abstract Novel, curable polyurethane polymers in which a proportion of the NCO terminations are reacted with certain amino silanes, or with the residual on reaction of a mercaptosilane with a monoepoxide, or with the residual on reaction of an epoxysilane with a secondary amine.
Inventors
- 👤 Larry R. Barron
- 👤 Herbert M. Turk
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-25 13:34
CPC Classifications
C; C08; C08G; C08G18/00; C08G18/06; C08G18/08; C08G18/10
Claims Analysis
Total Claims: 24
Claim 1
Independent Claim
128 words
A curable organic polymeric material having an average molecular weight within the range of about 1000 to about 15,000 and having at least 2 functional groups per average molecular weight not more than 99% of which are NCO, and the balance being selected from the group consisting of ##STR6##where R is an alkylene of 2- 18 carbon atoms R 1 is a lower alkyl of 1-6 carbon atoms R 2 is --H or --CH 3 R 3 is --C.tbd.N or ##STR7## and, R 4 is an alkyl of 1-18 carbon atoms, an epoxyalkyl of 3-8 carbon atoms, an alkoxyalkyl of 2-12 carbon atoms, or --C.tbd.N, and ##STR8## where R 5 is the residual on reaction of a mercaptosilane with a monoepoxide or an epoxysilane with a secondary amine.
Claim 2
Dependent Claim
128 words
A curable organic polymeric material having an average molecular weight within the range of about 1000 to about 15,000 and having at least 2 functional groups per average molecular weight not more than 99% of which are NCO, and the balance being selected from the group consisting of ##STR6##where R is an alkylene of 2- 18 carbon atoms R 1 is a lower alkyl of 1-6 carbon atoms R 2 is --H or --CH 3 R 3 is --C.tbd.N or ##STR7## and, R 4 is an alkyl of 1-18 carbon atoms, an epoxyalkyl of 3-8 carbon atoms, an alkoxyalkyl of 2-12 carbon atoms, or --C.tbd.N, and ##STR8## where R 5 is the residual on reaction of a mercaptosilane with a monoepoxide or an epoxysilane with a secondary amine.
Claim 3
Dependent Claim
17 words
The curable organic polymeric material of claim 1 wherein about 75-98% of said functional groups are NCO.
Claim 4
Dependent Claim
33 words
The curable organic polymeric material of claim 2 wherein the balance of said functional groups are the residual on reaction of an NCO group with the reaction product of gamma-aminopropyltrimethoxysilane and butyl acrylate.
Claim 5
Dependent Claim
33 words
The curable organic polymeric material of claim 2 wherein the balance of said functional groups are the residual on reaction of an NCO group with the reaction product of gamma-aminopropyltrimethoxysilane and ethyl acrylate.
Claim 6
Dependent Claim
33 words
The curable organic polymeric material of claim 2 wherein the balance of said functional groups are the residual on reaction of an NCO group with the reaction product of gamma-mercaptopropyltrimethoxysilane and butylene oxide.
Claim 7
Dependent Claim
33 words
The curable organic polymeric material of claim 2 wherein the balance of said functional groups are the residual on reaction of an NCO group with the reaction product of gamma-glycidoxypropyltrimethoxysilane and di-n-butyl amine.
Claim 8
Dependent Claim
32 words
The curable organic polymeric material of claim 2 wherein the balance of said function groups are the residual on reaction of an NCO group with the reaction product of gamma-aminopropyltrimethoxysilane and acrylonitrile.
Claim 9
Dependent Claim
141 words
A curable organic polymeric material formed by reacting a polyol having a hydroxyl functionality in excess of 2 and an average molecular weight within the range of about 1000 to 15,000 with a stoichiometric excess of a polyisocyanate to provide an NCO terminated polyurethane prepolymer, and reacting at least 1% of said NCO terminations with a material selected from the group consisting of ##STR9##where R is an alkylene of 2- 18 atoms R 1 is a lower alkyl of 1-6 carbon atoms R 2 is --H or --CH 3 R 3 is --C.tbd.N or ##STR10## and R 4 is an alkyl of 1-18 carbon atoms, an epoxyalkyl of 3-8 carbon atoms, an alkoxyalkyl of 2-12 carbon atoms, or --C.tbd.N, b. the reaction product of a mercaptosilane with a monoepoxide, and c. the reaction product of an epoxysilane with a secondary amine.
Claim 10
Dependent Claim
141 words
A curable organic polymeric material formed by reacting a polyol having a hydroxyl functionality in excess of 2 and an average molecular weight within the range of about 1000 to 15,000 with a stoichiometric excess of a polyisocyanate to provide an NCO terminated polyurethane prepolymer, and reacting at least 1% of said NCO terminations with a material selected from the group consisting of ##STR9##where R is an alkylene of 2- 18 atoms R 1 is a lower alkyl of 1-6 carbon atoms R 2 is --H or --CH 3 R 3 is --C.tbd.N or ##STR10## and R 4 is an alkyl of 1-18 carbon atoms, an epoxyalkyl of 3-8 carbon atoms, an alkoxyalkyl of 2-12 carbon atoms, or --C.tbd.N, b. the reaction product of a mercaptosilane with a monoepoxide, and c. the reaction product of an epoxysilane with a secondary amine.
Claim 11
Dependent Claim
19 words
The curable organic polymeric material of claim 8 wherein from about 2-25% of said NCO terminations are so reacted.
Claim 12
Dependent Claim
13 words
A sealant composition comprising the curable organic polymeric material according to claim 1.
Claim 13
Dependent Claim
12 words
A sealant composition according to claim 10 further comprising fillers and pigments.
Claim 14
Dependent Claim
13 words
A sealant composition comprising the curable organic polymeric material according to claim 8.
Claim 15
Dependent Claim
12 words
A sealant composition according to claim 12 further comprising fillers and pigments.
Claim 16
Dependent Claim
7 words
A cured sealant according to claim 10.
Claim 17
Dependent Claim
7 words
A cured sealant according to claim 11.
Claim 18
Dependent Claim
7 words
A cured sealant according to claim 12.
Claim 19
Dependent Claim
7 words
A cured sealant according to claim 13.
Claim 20
Independent Claim
165 words
A method of forming a sealant composition having improved adhesion comprising the steps of reacting a polyol having a hydroxyl functionality in excess of 2 and an average molecular weight within the range of about 1000 to 15,000 with a stoichiometric excess of a polyisocyanate to provide an NCO terminated polyurethane prepolymer, reacting at least 1% of said NCO terminations with a material selected from the group consisting of ##STR11##where R is an alkylene of 2-18 carbon atoms R 1 is a lower alkyl of 1-6 carbon atoms R 2 is --H or --CH 3 R 3 is --C.tbd.N or ##STR12## and R 4 is an alkyl of 1- 18 carbon atoms, an epoxyalkyl of 3-8 carbon atoms, an alkoxyalkyl or 2-12 carbon atoms, or --C.tbd.N, b. the reaction product of a mercaptosilane with a monoepoxide, and c. the reaction product of an epoxysilane with a secondary amine, thereby forming a silane modified polyurethane polymer, and with fillers and pigments to form a sealant composition.
Claim 21
Independent Claim
165 words
A method of forming a sealant composition having improved adhesion comprising the steps of reacting a polyol having a hydroxyl functionality in excess of 2 and an average molecular weight within the range of about 1000 to 15,000 with a stoichiometric excess of a polyisocyanate to provide an NCO terminated polyurethane prepolymer, reacting at least 1% of said NCO terminations with a material selected from the group consisting of ##STR11##where R is an alkylene of 2-18 carbon atoms R 1 is a lower alkyl of 1-6 carbon atoms R 2 is --H or --CH 3 R 3 is --C.tbd.N or ##STR12## and R 4 is an alkyl of 1- 18 carbon atoms, an epoxyalkyl of 3-8 carbon atoms, an alkoxyalkyl or 2-12 carbon atoms, or --C.tbd.N, b. the reaction product of a mercaptosilane with a monoepoxide, and c. the reaction product of an epoxysilane with a secondary amine, thereby forming a silane modified polyurethane polymer, and with fillers and pigments to form a sealant composition.
Claim 22
Dependent Claim
24 words
The method defined in claim 18 wherein said material is (b) and it is present during the reaction of said polyol and said polyisocyanate.
Claim 23
Dependent Claim
24 words
The method defined in claim 18 wherein said material is (c) and it is present during the reaction of said polyol and said polyisocyanate.
Claim 24
Dependent Claim
26 words
The method defined in claim 18 wherein said material is (a) and it is added after reaction of the polyol and the polyisocyanate is substantially complete.
References Cited (Backward Citations)
US3979344A
Cited
US4020043A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1981-01-09 | 1981-07-11 | 1982-01-10 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-01-09 | 1985-07-11 | 1986-01-10 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-01-09 | 1989-07-11 | 1990-01-10 | $7700.00 | Window Closed / Lapsed |