Patent US1589431A successfully refreshed from Google Patents.
Patent US5623044A successfully refreshed from Google Patents.
US5623044A
Expired / Lapsed
US
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Polyurethane sealant compositions
Assignee: Essex Specialty Products LLC
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Filing: 1996-08-09
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Granted: 1997-04-22
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Expires: 2016-08-09
Abstract
Abstract Described herein is a polyurethane sealant composition comprising (1) a urethane prepolymer having an isocyanate functionality of at least about 2.0 and a molecular weight of at least about 2,000; and (2) the reaction product of a secondary amino- or mercaptoalkoxy silane and a polyisocyanate having an average of at least one silane group and at least one isocyanate group per molecule and a molecular weight of less than about 2,000. The sealant composition of the invention is particularly useful in bonding glass to metal substrates when the glass substrate has not been primed with an application of a separate primer composition prior to the application of the sealant.
Inventors
- 👤 Wen B. Chiao
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 12:29
CPC Classifications
C; C08; C08G; C08G18/00; C08G18/06; C08G18/28; C08G18/40; C08G18/48; C08G18/4804; C08G18/4812; C08G18/08; C08G18/10; C08G18/12; C08G18/61; C09; C09K; C09K3/00; C09K3/10; C08G2190/00
Claims Analysis
Total Claims: 28
Claim 1
Independent Claim
156 words
A polyurethane sealant composition comprising (1) a urethane prepolymer having an isocyanate functionality of from about 2.0 to about 4.0 and an isocyanate content of from about 1.0 to 10 percent: and from about 0.5 to about 20 percent by weight based on the sealant composition of (2) a reaction product of a secondary aminoalkoxy silane and an aliphatic or aromatic polyisocyanate selected from the group consisting of ethylene diisocyanate, 1,4-tetramethylene diisocyanate, 1,6-hexamethylene diisocyanate, 1,12-dodecane diisocyanate, cyclobutane1,3-diisocyanate, cyclohexane-1,3- and 1,4-diisocyanate, 1-isocyanato-3,3,5-trimethyl-5-isocyanato methyl cyclohexane, 2,4- and 2,6-hexahydrotolylene diisocyanate, hexahydro-1,3- and 1,4-phenylene diisocyanate, perhydro-2,5'- and 4,4'-diphenyl methane diisocyanate, 1,3- and 1,4-phenylene diisocyanate, 2,4-and 2,6-tolylene diisocyanate, diphenyl methane-2,4'and 4,4'-diisocyanate, naphthylene-1,5-diisocyanate, triphenyl methane-4,4',4"-triisocyanate, polyphenyl polymethylene polyisocyanate, isophorone diisocyanate, tetramethylxylene diisocyanate and mixtures thereof, said reaction product having an average of at least one silane group and at least one isocyanate group per molecule and a molecular weight of less than about 2,000, wherein the sealant composition does not contain bitumin.
Claim 2
Dependent Claim
156 words
A polyurethane sealant composition comprising (1) a urethane prepolymer having an isocyanate functionality of from about 2.0 to about 4.0 and an isocyanate content of from about 1.0 to 10 percent: and from about 0.5 to about 20 percent by weight based on the sealant composition of (2) a reaction product of a secondary aminoalkoxy silane and an aliphatic or aromatic polyisocyanate selected from the group consisting of ethylene diisocyanate, 1,4-tetramethylene diisocyanate, 1,6-hexamethylene diisocyanate, 1,12-dodecane diisocyanate, cyclobutane1,3-diisocyanate, cyclohexane-1,3- and 1,4-diisocyanate, 1-isocyanato-3,3,5-trimethyl-5-isocyanato methyl cyclohexane, 2,4- and 2,6-hexahydrotolylene diisocyanate, hexahydro-1,3- and 1,4-phenylene diisocyanate, perhydro-2,5'- and 4,4'-diphenyl methane diisocyanate, 1,3- and 1,4-phenylene diisocyanate, 2,4-and 2,6-tolylene diisocyanate, diphenyl methane-2,4'and 4,4'-diisocyanate, naphthylene-1,5-diisocyanate, triphenyl methane-4,4',4"-triisocyanate, polyphenyl polymethylene polyisocyanate, isophorone diisocyanate, tetramethylxylene diisocyanate and mixtures thereof, said reaction product having an average of at least one silane group and at least one isocyanate group per molecule and a molecular weight of less than about 2,000, wherein the sealant composition does not contain bitumin.
Claim 3
Dependent Claim
21 words
The polyurethane sealant composition of claim 1 wherein the isocyanate functionality of the prepolymer is from about 2.2 to about 3.0.
Claim 4
Dependent Claim
21 words
The polyurethane sealant composition of claim 1 wherein the isocyanate functionality of the prepolymer is from about 2.4 to about 3.0.
Claim 5
Dependent Claim
25 words
The polyurethane sealant of claim 1 wherein the polyisocyanate used to prepared component (2) is isopherone diisocyanate, a polymethylene polyphenyl isocyanate or an aliphatic polyisocyanate.
Claim 6
Dependent Claim
27 words
The polyurethane sealant composition of claim 1 wherein the isocyanate content of the prepolymer is in the range of from about 1.5 percent to about 5.0 percent.
Claim 7
Dependent Claim
27 words
The polyurethane sealant composition of claim 1 wherein the isocyanate content of the prepolymer is in the range of from about 1.8 percent to about 3.0 percent.
Claim 8
Dependent Claim
24 words
The polyurethane sealant composition of claim 1 wherein component (2) has at least 1.5 isocyanate groups and at least one silane group per molecule.
Claim 9
Dependent Claim
24 words
The polyurethane sealant composition of claim 1 wherein component (2) has at least two isocyanate groups and at least one silane group per molecule.
Claim 10
Dependent Claim
35 words
The polyurethane sealant composition of claim 1 wherein component (2) is present in an amount, based on the weight of the sealant composition, in the range of from about 1.0 percent to about 10 percent.
Claim 11
Dependent Claim
35 words
The polyurethane sealant composition of claim 1 wherein component (2) is present in an amount, based on the weight of the sealant composition, in the range of from about 2.0 percent to about 7 percent.
Claim 12
Dependent Claim
24 words
The polyurethane sealant composition of claim 1 wherein the polyisocyanate used to prepare component (2) has a molecular weight of less than about 2,000.
Claim 13
Dependent Claim
24 words
The polyurethane sealant composition of claim 4 wherein the polyisocyanate used to prepare component (2) has a molecular weight of less than about 1,000.
Claim 14
Dependent Claim
18 words
The polyurethane sealant composition of claim 12 wherein the polyisocyanate used to prepare component (2) is hexamethylene diisocyanate.
Claim 15
Dependent Claim
56 words
A polyurethane sealant composition according to claim 1 wherein the secondary aminoalkoxy silane corresponds to the following formula: ##STR2## wherein R is independently in each occurrence a divalent organic group; R', R", R 1 and Ra are independently in each occurrence hydrogen or alkyl; and m is an integer of from about 0 to about 2.
Claim 16
Dependent Claim
15 words
A polyurethane sealant composition according to claim 1 wherein the secondary aminoalkoxy silane is N,N'-bis((3-trimethoxysilyl)propyl)amine.
Claim 17
Dependent Claim
194 words
A polyurethane sealant composition comprising (1) a urethane prepolymer having an isocyanate functionality of at least 2.0 and an isocyanate content of from about 1.0 to 10 percent wherein isocyanate prepolymer is prepared from a polyisocyanate having a functionality of from about 2.0 to about 4.0 and a polyol having a functionality of from about 1.5 to about 4.0 and an equivalent weight of about 200 to about 3,500; and from about 0.5 to about 20 percent by weight based on the sealant composition of (2) a reaction product of a secondary aminoalkoxy silane and an aliphatic or aromatic polyisocyanate selected from the group consisting of ethylene diisocyanate, 1,4tetramethylene diisocyanate, 1,6-hexamethylene diisocyanate, 1,12-dodecane diisocyanate, cyclobutane1,3-diisocyanate, cyclohexane-,1,3- and 1,4-diisocyanate, 1-isocyanato-3,3,5-trimethyl-5-isocyanato methyl cyclohexane, 2,4- and 2,6-hexahydrotolylene diisocyanate, hexahydro-1,3- and 1,4-phenylene diisocyanate, perhydro-2,5'- and 4,4'-diphenyl methane diisocyanate, 1,3- and 1,4-phonylone diisocyanate, 2,4-and 2,6-tolylene diisocyanate, diphenyl methane-2,4'-and 4,4'-diisocyanate, naphthylene-1,5-diisocyanate, triphenyl methane-4,4',4"-triisocyanate, polyphenyl polymethylerie polyisocyanate, isophorone diisocyanate, tetramethylxylene diisocyanate and mixtures thereof, said reaction product having an average of at least one silane group and at least one isocyanate group per molecule and a molecular weight of less than about 2,000, wherein the sealant composition does not contain bitumin.
Claim 18
Dependent Claim
194 words
A polyurethane sealant composition comprising (1) a urethane prepolymer having an isocyanate functionality of at least 2.0 and an isocyanate content of from about 1.0 to 10 percent wherein isocyanate prepolymer is prepared from a polyisocyanate having a functionality of from about 2.0 to about 4.0 and a polyol having a functionality of from about 1.5 to about 4.0 and an equivalent weight of about 200 to about 3,500; and from about 0.5 to about 20 percent by weight based on the sealant composition of (2) a reaction product of a secondary aminoalkoxy silane and an aliphatic or aromatic polyisocyanate selected from the group consisting of ethylene diisocyanate, 1,4tetramethylene diisocyanate, 1,6-hexamethylene diisocyanate, 1,12-dodecane diisocyanate, cyclobutane1,3-diisocyanate, cyclohexane-,1,3- and 1,4-diisocyanate, 1-isocyanato-3,3,5-trimethyl-5-isocyanato methyl cyclohexane, 2,4- and 2,6-hexahydrotolylene diisocyanate, hexahydro-1,3- and 1,4-phenylene diisocyanate, perhydro-2,5'- and 4,4'-diphenyl methane diisocyanate, 1,3- and 1,4-phonylone diisocyanate, 2,4-and 2,6-tolylene diisocyanate, diphenyl methane-2,4'-and 4,4'-diisocyanate, naphthylene-1,5-diisocyanate, triphenyl methane-4,4',4"-triisocyanate, polyphenyl polymethylerie polyisocyanate, isophorone diisocyanate, tetramethylxylene diisocyanate and mixtures thereof, said reaction product having an average of at least one silane group and at least one isocyanate group per molecule and a molecular weight of less than about 2,000, wherein the sealant composition does not contain bitumin.
Claim 19
Dependent Claim
33 words
The polyurethane sealant composition of claim 16 wherein the functionality of the polyisocyanate is about 2.0 to about 3.0 or less and the functionality of the polyol is about 1.8 to about 3.0.
Claim 20
Dependent Claim
27 words
The polyurethane sealant composition of claim 17 wherein the isocyanate content of the prepolymer is in the range of from about 1.5 percent to about 5.0 percent.
Claim 21
Dependent Claim
27 words
The polyurethane sealant composition of claim 17 wherein the isocyanate content of the prepolymer is in the range of from about 1.8 percent to about 3.0 percent.
Claim 22
Dependent Claim
24 words
The polyurethane sealant composition of claim 18 wherein Component (2) has at least 1.5 isocyanate groups and at least one silane group per molecule.
Claim 23
Dependent Claim
24 words
The polyurethane sealant composition of claim 18 wherein Component (2) has at least two isocyanate groups and at least one silane group per molecule.
Claim 24
Dependent Claim
35 words
The polyurethane sealant composition of claim 18 wherein Component (2) is present in an amount, based on the weight of the sealant composition, in the range of from about 1.0 percent to about 10 percent.
Claim 25
Dependent Claim
24 words
The polyurethane sealant composition of claim 18 wherein the polyisocyanate used to prepare Component (2) has a molecular weight of less than about 2,000.
Claim 26
Dependent Claim
44 words
A polyurethane sealant composition according to claim 16 wherein the secondary aminoalkoxy silane corresponds to the following formula: ##STR3## wherein R is independently in each occurrence a divalent organic group; R', R", R 1 and Ra are independently in each occurrence hydrogen or alkyl.
Claim 27
Dependent Claim
15 words
A polyurethane sealant composition according to claim 16 wherein the secondary aminoalkoxy silane is N,N'-bis((3-trimethoxysilyl)propyl)amine.
Claim 28
Dependent Claim
25 words
The polyurethane sealant of claim 16 wherein the polyisocyanate used to prepare Component (2) is isopherone diisocyanate, a polymethylene polyphenyl isocyanate or an aliphatic polyisocyanate.
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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) | 2000-04-21 | 2000-10-21 | 2001-04-22 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 2004-04-21 | 2004-10-21 | 2005-04-22 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2008-04-21 | 2008-10-21 | 2009-04-22 | $7700.00 | Window Closed / Lapsed |