US4894426A
Expired / Lapsed
US
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Fast-cure polyurethane sealant composition containing silyl-substituted piperazine accelerators
Assignee: ADCO TECHNOLOGIES Inc
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Filing: 1988-08-19
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Granted: 1990-01-16
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Expires: 2008-08-19
Abstract
Abstract One-component, moisture-curable sealant compositions having fast cure times comprise a mixture of a silane-capped polyurethane polymer, an aminosilane cross-linking agent, and a silyl-substituted piperazinyl accelerator.
Inventors
- 👤 Jamil Baghdachi
- 👤 Keith H. Mahoney
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-04 13:13
CPC Classifications
C; C08; C08L; C08L75/00; C08L75/04; C09; C09K; C09K3/00; C09K3/10; C09K3/1006; C09K3/1021; C08G; C08G18/00; C08G18/06; C08G18/08; C08G18/10; C08G18/83; C08G18/831; C08G18/832; C08G18/837; C08K; C08K5/00; C08K5/54; C08K5/544; C08K5/5477; C09J; C09J175/00; C09J175/04; C08G2190/00; C08L2666/00; C08L2666/28; C08L2666/44; C09K2200/00; C09K2200/04; C09K2200/0458; C09K2200/0476; Y; Y10; Y10S; Y10S528/00; Y10S528/901
Claims Analysis
Total Claims: 12
Claim 1
Independent Claim
366 words
A one-component, moisture-curable sealant composition comprising a mixture of (a) a silane-terminated polyurethane polymer of the formula ##STR14## wherein R is lower alkyl of from 1 to 6 carbon atoms; R 1 is a divalent bridging radical selected from the group consisting of a divalent hydrocarbon radical, a divalent hydrocarbon ether radical, and a divalent hydrocarbon amino radical; A is selected from the group consisting of --S-- and --NR 2 -- where R 2 is hydrogen or alkyl of from one to six carbon atoms; (b) from 0.2 to 1.0 parts by weight of an aminosilane per 100 parts by weight of said silane-terminated polyurethane polymer, said aminosilane having the structure ##STR15## wherein x is an integer of from one to three; R 3 and R 4 may be the same or different and are selected from alkyl of from one to four carbon atoms; R 5 is alkyl of from one to four carbon atoms or alkoxyl of from one to four carbon atoms; R 6 is hydrogen or --(CH 2 ) y NHR 7 wherein R 7 is hydrogen or --(CH 2 ) y NH 2 and y and z may be the same or different and are integers of from one to three; (c) from 0.2 to 1.0 parts by weight of an accelerator per 100 parts by weight of said silane-terminated polyurethane polymer, said accelerator selected from the group consisting of compounds or mixtures thereof having the structure ##STR16## where w is an integer of from one to five, R 8 , is hydrogen or ##STR17## where a is an integer of from one to four, b is zero or an integer of from one to four, B is a direct bond or is a divalent hydrocarbaryl radical or a divalent cyclohydrocarbyl radical, and R 3 , R 4 , and R 5 are as previously defined, R 9 and R 10 are independently hydrogen, alkyl of from one to five carbon atoms, or ##STR18## where a, b, B, R 3 , R 4 , and R 5 , are as defined above, with the proviso that at least one of R 8 , R 9 and R 10 must be ##STR19##
Claim 2
Dependent Claim
366 words
A one-component, moisture-curable sealant composition comprising a mixture of (a) a silane-terminated polyurethane polymer of the formula ##STR14## wherein R is lower alkyl of from 1 to 6 carbon atoms; R 1 is a divalent bridging radical selected from the group consisting of a divalent hydrocarbon radical, a divalent hydrocarbon ether radical, and a divalent hydrocarbon amino radical; A is selected from the group consisting of --S-- and --NR 2 -- where R 2 is hydrogen or alkyl of from one to six carbon atoms; (b) from 0.2 to 1.0 parts by weight of an aminosilane per 100 parts by weight of said silane-terminated polyurethane polymer, said aminosilane having the structure ##STR15## wherein x is an integer of from one to three; R 3 and R 4 may be the same or different and are selected from alkyl of from one to four carbon atoms; R 5 is alkyl of from one to four carbon atoms or alkoxyl of from one to four carbon atoms; R 6 is hydrogen or --(CH 2 ) y NHR 7 wherein R 7 is hydrogen or --(CH 2 ) y NH 2 and y and z may be the same or different and are integers of from one to three; (c) from 0.2 to 1.0 parts by weight of an accelerator per 100 parts by weight of said silane-terminated polyurethane polymer, said accelerator selected from the group consisting of compounds or mixtures thereof having the structure ##STR16## where w is an integer of from one to five, R 8 , is hydrogen or ##STR17## where a is an integer of from one to four, b is zero or an integer of from one to four, B is a direct bond or is a divalent hydrocarbaryl radical or a divalent cyclohydrocarbyl radical, and R 3 , R 4 , and R 5 are as previously defined, R 9 and R 10 are independently hydrogen, alkyl of from one to five carbon atoms, or ##STR18## where a, b, B, R 3 , R 4 , and R 5 , are as defined above, with the proviso that at least one of R 8 , R 9 and R 10 must be ##STR19##
Claim 3
Dependent Claim
76 words
A one-component, moisture-curable sealant composition as defined in claim 1 wherein said silane-terminated polyurethane polymer is the reaction product of a silane having the structure H--A--R.sup.1 --Si--(OR).sub.3, wherein A, R and R 1 are as defined therein, and the reaction product of a polyether polyol containing at least two hydroxyl groups per molecule and a number average molecular weight of about 1000 to about 3000 and an isocyanate having at least two isocyanate groups per molecule.
Claim 4
Dependent Claim
28 words
A one-component, moisture-curable sealant composition as defined in claim 1 wherein said silane-terminated polyurethane polymer has a number average molecular weigh of from about 10,000 to about 30,000.
Claim 5
Dependent Claim
23 words
A one-component, moisture-curable sealant composition as defined in claim 3 wherein A is --NR 2 -- where R 2 is as defined therein.
Claim 6
Dependent Claim
33 words
A one-component, moisture-curable sealant composition as defined in claim 1 wherein said composition comprises from 0.4 to 0.8 parts by weight of said aminosilane per 100 parts by weight of said polyurethane polymer.
Claim 7
Dependent Claim
16 words
A one-component, moisture-curable sealant composition as defined in claim 5 wherein said aminosilane is N-(beta-aminoethyl)-gamma-aminopropyl trimethoxysilane.
Claim 8
Dependent Claim
33 words
A one-component, moisture-curable sealant composition as defined in claim 1 wherein said composition comprises from 0.2 to 0.8 parts by weight of said accelerator per 100 parts by weight of said polyurethane polymer.
Claim 9
Dependent Claim
27 words
A one-component, moisture-curable sealant composition as defined in claim 1 wherein said accelerator is selected from the group consisting of (a) 1-[2-[3-(trimethoxysilyl)propyl]aminoethyl]piperazine; (b) 1-[2-[3-(triethoxysilyl)propyl]aminoethyl]piperazine; and (c) 1-[2-[3-(methyldimethoxysilyl)propyl]-aminoethyl]piperazine.
Claim 10
Dependent Claim
15 words
A one-component, moisture-curable sealant composition as defined in claim 8 wherein said accelerator is 1-[2-[3-(trimethoxysilyl)propyl]aminoethyl]-piperazine.
Claim 11
Dependent Claim
15 words
A one-component, moisture-curable sealant composition as defined in claim 8 wherein said accelerator is 1-[2-[3-(triethoxysilyl)propyl]aminoethyl]piperazine.
Claim 12
Dependent Claim
15 words
A one-component, moisture-curable sealant composition as defined in claim 8 wherein said accelerator is 1-[2-[3-(methyldimethoxysilyl)propyl]aminoethyl]piperazine.
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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) | 1993-01-15 | 1993-07-17 | 1994-01-16 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1997-01-15 | 1997-07-17 | 1998-01-16 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2001-01-15 | 2001-07-17 | 2002-01-16 | $7700.00 | Window Closed / Lapsed |