US3627722A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Polyurethane sealant containing trialkyloxysilane end groups
Assignee: 3M Co
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Filing: 1970-05-28
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Granted: 1971-12-14
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Expires: 1990-05-28
Abstract
Abstract A polyurethane sealant composition containing terminal-NCO groups, at least 5 percent of the -NCO groups being end-blocked with -Si(OR)3 groups, where R is a lower alkyl. The terminal silane groups provide adhesion retention of the sealant to substrates such as metal or glass even after prolonged water immersion.
Inventors
- 👤 George M Seiter
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-27 15:59
CPC Classifications
C; C09; C09K; C09K3/00; C09K3/10; C09K3/1006; C09K3/1021; C08; C08G; C08G18/00; C08G18/06; C08G18/08; C08G18/10; C09K2200/00; C09K2200/02; C09K2200/0217; C09K2200/023; C09K2200/0239; C09K2200/0243; C09K2200/0247; Y; Y10; Y10T; Y10T428/00; Y10T428/31504; Y10T428/31551; Y10T428/31598; Y10T428/31601; Y10T428/31609; Y10T428/31612
Claims Analysis
Total Claims: 17
Claim 1
Independent Claim
114 words
A material according to claim 1 wherein said curable fluid organic material is prepared from a reaction mixture comprising: an -NCO terminated organic material having about 2 to about 8-NCO groups per average molecular weight and a silane of the formula HR1-R2-Si(OR)3, wherein R, R1, and R2 are as in claim 1 and H is an active hydrogen as determined by the Zerwitinoff Test, said -NCO terminated organic material having been prepared from a reaction mixture comprising: a compound containing at least two active hydrogen-bearing functional groups, as determined by the Zerwitinoff Test, and an organic polyisocyanate, the ratio of equivalents of said polyisocyanate to said active hydrogen-bearing compound ranging from 1.05:1 to 6:1.
Claim 2
Dependent Claim
48 words
thereafter reacting said material with a silane of the formula HR1-R2-Si(OR)3 wherein R, R1, and R2 are as in claim 1, the proportions of said silane being such that at least about 5 percent of the -NCO groups of said -NCO terminated material are reActed with said silane.
Claim 3
Dependent Claim
17 words
A material according to claim 2 wherein the said ratio of equivalents ranges from 1.4:1 to 3:1.
Claim 4
Dependent Claim
23 words
A material according to claim 2 wherein said organic polyisocyanate is an aromatic diisocyanate and said active hydrogen-bearing compound is a polyalkyleneether glycol.
Claim 5
Dependent Claim
31 words
A material according to claim 2 wherein said silane is selected from the group consisting of an alkylaminoalkyltrialkoxysilane; a mercaptoalkyltrialkoxysilane; and wherein R and R2 are as defined in claim 2.
Claim 6
Dependent Claim
13 words
A material according to claim 1 wherein each R is a methyl group.
Claim 7
Dependent Claim
13 words
A sealant composition comprising a curable fluid organic material according to claim 1.
Claim 8
Dependent Claim
24 words
A sealant composition according to claim 7 wherein said composition contains a finely divided filler in an amount sufficient to form a thixotropic paste.
Claim 9
Dependent Claim
14 words
A sealant composition according to claim 8 wherein said filler comprises finely divided silica.
Claim 10
Dependent Claim
26 words
A sealant composition according to claim 1 wherein about 50 percent or less of said (a) and (b) groups in said material are said group (b).
Claim 11
Dependent Claim
30 words
A curable fluid -NCO-terminated polyurethane prepolymer suitable for use as a sealant, said prepolymer having an average molecular weight between about 200 and about 20,000, said prepolymer being prepared by:
Claim 12
Dependent Claim
10 words
A glass substrate coated with the material of claim 1.
Claim 13
Dependent Claim
180 words
A composition curable to a tough, flexible product, said composition comprising: 1 An -NCO terminated prepolymer having about 2 to about 8 -NCO groups per average molecular weight, said average molecular weight being between about 200 and about 20,000, said prepolymer having been derived from a reaction mixture comprising a compound having at least two active hydrogen-bearing groups, as determined by the Zerwitinoff test, and 1.05-6.0 equivalents, per equivalent of said active hydrogen bearing group, of an organic polyisocyanate; 2 Up to about 50 percent by weight of filler, and 3 Interacted with said prepolymer, at least about 0.7 weight percent and up to about 1.4 weight percent, based on the total of components (1)-(3), of a silane of the formula HR1-R2-Si(OR)3, where R is a lower alkyl group, where R3 is an alkyl, substituted alkyl, aryl, substituted aryl, or where R4 is an alkyl, substituted alkyl, aryl, or substituted aryl group, R2 is an alkylene group having two to 18 carbon atoms, R, R1, R2, R3, and R4 being free of active hydrogens, and H being an active hydrogen.
Claim 14
Dependent Claim
10 words
A glass substrate coated with the composition of claim 13.
Claim 15
Dependent Claim
155 words
A composition curable to a tough, flexible product, said composition comprising: 1 500-996 parts by weight of an -NCO terminated prepolymer having about 2 to about 8 -NCO groups per average molecular weight, said average molecular weight being between about 200 and about 20,000, said prepolymer having been derived from a reaction mixture comprising a compound having at least two active hydrogen-bearing groups, as determined by the Zerwitinoff test, and 1.05-6.0 equivalents, per equivalent of said active hydrogen-bearing group, of an organic polyisocyanate; 2 interacted therewith, 7-76.5 parts by weight of a silane of the formula HR1-R2-Si(OR)3, where R is a lower alkyl group, where R3 is an alkyl, substituted alkyl, aryl, substituted aryl, or where R4 is an alkyl, substituted alkyl, aryl, or substituted aryl group, R2 is an alkylene group having two to 18 carbon atoms, R, R1, R2, R3, and R4 being free of active hydrogens, and H being an active hydrogen.
Claim 16
Dependent Claim
10 words
A glass substrate coated with the composition of claim 15.
Claim 17
Dependent Claim
19 words
A composition according to claim 15 wherein said composition contains up to 950 parts by weight of a filler.
References Cited (Backward Citations)
US3246671A
Cited
US3309261A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1974-12-13 | 1975-06-14 | 1975-12-14 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1978-12-13 | 1979-06-14 | 1979-12-14 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1982-12-13 | 1983-06-14 | 1983-12-14 | $7700.00 | Window Closed / Lapsed |