US3900446A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Polyurethane interlayer for laminated safety glass
Assignee: Monsanto Co
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Filing: 1973-09-27
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Granted: 1975-08-19
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Expires: 1993-09-27
Abstract
Abstract Disclosed herein are polyurethane interlayers and laminated glazing units prepared therefrom. The interlayers are prepared from (1) an isomeric mixture of 4,4''-methylene-bis(cyclohexylisocyanate); (2) a polyester having a melting point above 42*C. which is the condensation product of a dicarboxylic acid and a dihydric compound; and (3) an alpha-, omega-diol containing from 2 to 16 carbon atoms. Laminated safety glass prepared from the foregoing polyurethane interlayer exhibits excellent impact strength over a broad range of temperatures and freedom from discoloration as well as excellent clarity and edge stability.
Inventors
- 👤 Charles E Mcclung
- 👤 David G Glasgow
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-26 05:45
CPC Classifications
C; C08; C08G; C08G18/00; C08G18/06; C08G18/28; C08G18/65; C08G18/66; C08G18/6633; C08G18/6637; C08G18/664; B; B32; B32B; B32B17/00; B32B17/06; B32B17/10; B32B17/10005; B32B17/1055; B32B17/10688; B32B17/1077; C08G18/70; C08G18/72; C08G18/74; C08G18/75; C08G18/758
Claims Analysis
Total Claims: 13
Claim 1
Independent Claim
148 words
A POLYURETHANE INTERLAYER FOR LAMINATED SAFETY GLASS CONSISTING ESSENTIALLY OF THE POLYMERIZATION REACTION PRODUCT OF (1) A DIISOCYANATE WHICH IS AN ISOMERIC MIXTURE OF 4,4''METHULENEBIS(CYCLOHEXYLISOCYANATE), (2) A HYDROXY TERMINATED POLYESTER HAVING A MELTING POINT ABOVE 42*C. AND A MOLECULAR WEIGHT IN THE RANGE OF FROM 800 TO 1200 WHICH IS SELECTED FROM THE GROUP CONSISTING OF POLY(1,4-BUTYLENE ADIPATE) AND POLY(ETHYLENE ADIPATE), AND (3) A CHAIN EXTENDER WHICH IS A DIOL-CONTAINING FROM 2 TO 16 CARBON ATOMS, WHICH IS SELECTED FROM THE GROUP CONSISTING OF ALIPHATIC AND ALICYCLIC DIOS, WHEREIN THE DIISOCYANATE ISOMERIC MIXTURE HAS A TRANSTRANS CONTENT OF FROM 0 TO 30 PERCENT BY WEIGHT, A CIS-TRANS CONTENT OF FROM 0 TO 25 PERCENT BY WEIGHT AND A CIS-TRANS CONTENT OF FROM 45 TO 90 PERCENT BY WEIGHT AND WHREIN THE RATIO OF DIISOCYANAE/POLYESTER/CHAIN EXTENDER IN THE POLYURETHANE INTERLAYER IS IN THE RANGE OF FROM 1.5/1.0/0.5 TO 4/1.0/3.0.
Claim 2
Dependent Claim
148 words
A POLYURETHANE INTERLAYER FOR LAMINATED SAFETY GLASS CONSISTING ESSENTIALLY OF THE POLYMERIZATION REACTION PRODUCT OF (1) A DIISOCYANATE WHICH IS AN ISOMERIC MIXTURE OF 4,4''METHULENEBIS(CYCLOHEXYLISOCYANATE), (2) A HYDROXY TERMINATED POLYESTER HAVING A MELTING POINT ABOVE 42*C. AND A MOLECULAR WEIGHT IN THE RANGE OF FROM 800 TO 1200 WHICH IS SELECTED FROM THE GROUP CONSISTING OF POLY(1,4-BUTYLENE ADIPATE) AND POLY(ETHYLENE ADIPATE), AND (3) A CHAIN EXTENDER WHICH IS A DIOL-CONTAINING FROM 2 TO 16 CARBON ATOMS, WHICH IS SELECTED FROM THE GROUP CONSISTING OF ALIPHATIC AND ALICYCLIC DIOS, WHEREIN THE DIISOCYANATE ISOMERIC MIXTURE HAS A TRANSTRANS CONTENT OF FROM 0 TO 30 PERCENT BY WEIGHT, A CIS-TRANS CONTENT OF FROM 0 TO 25 PERCENT BY WEIGHT AND A CIS-TRANS CONTENT OF FROM 45 TO 90 PERCENT BY WEIGHT AND WHREIN THE RATIO OF DIISOCYANAE/POLYESTER/CHAIN EXTENDER IN THE POLYURETHANE INTERLAYER IS IN THE RANGE OF FROM 1.5/1.0/0.5 TO 4/1.0/3.0.
Claim 3
Dependent Claim
11 words
The interlayer of claim 1 wherein the polyester is poly(1,4-butylene adipate).
Claim 4
Dependent Claim
11 words
The interlayer of claim 1 wherein the polyester is poly(ethylene adipate).
Claim 5
Dependent Claim
21 words
The interlayer of claim 1 wherein the chain extender is selected from the group consisting of 1,3-propane diol and 1,5-pentane diol.
Claim 6
Dependent Claim
45 words
The interlayer of claim 1 wherein the diisocyanate isomeric mixture has a trans-trans content of from 15 to 25 percent by weight, a cis-cis content of from 10 to 20 percent by weight and a cis-trans content of from 55 to 75 percent by weight.
Claim 7
Dependent Claim
24 words
The interlayer of claim 1 wherein the ratio of diisocyanate/polyester/chain extender in the polyurethane interlayer is in the range of from 2.0/1.0/0.94 to 2.3/1.0/1.23.
Claim 8
Dependent Claim
140 words
A polyurethane interlayer for laminated safety glass consisting essentially of the polymerization reaction product of (1) a diisocyanate which is an isomeric mixture of 4,4''-methylenebis-(cyclohexylisocyanate); (2) a hydroxy terminated polyester having a melting point above 42*C. and a molecular weight in the range of from 800 to 1200 which is selected from the group consisting of poly(1,4-butylene adipate) and poly(ethylene adipate); and (3) a chain extender which is a linear aliphatic alpha-, omega-diol containing from 2 to 16 carbon atoms; wherein the diisocyanate isomeric mixture has a trans-trans content of from 15 to 25 percent by weight, a cis-cis content of from 10 to 20 percent by weight and a cis-trans content of from 55 to 75 percent by weight; and wherein the ratio of diisocyanate/polyester/chain extender in the polyurethane interlayer is in the range of from 2.0/1.0/0.94 to 2.3/1.0/1.23.
Claim 9
Dependent Claim
140 words
A polyurethane interlayer for laminated safety glass consisting essentially of the polymerization reaction product of (1) a diisocyanate which is an isomeric mixture of 4,4''-methylenebis-(cyclohexylisocyanate); (2) a hydroxy terminated polyester having a melting point above 42*C. and a molecular weight in the range of from 800 to 1200 which is selected from the group consisting of poly(1,4-butylene adipate) and poly(ethylene adipate); and (3) a chain extender which is a linear aliphatic alpha-, omega-diol containing from 2 to 16 carbon atoms; wherein the diisocyanate isomeric mixture has a trans-trans content of from 15 to 25 percent by weight, a cis-cis content of from 10 to 20 percent by weight and a cis-trans content of from 55 to 75 percent by weight; and wherein the ratio of diisocyanate/polyester/chain extender in the polyurethane interlayer is in the range of from 2.0/1.0/0.94 to 2.3/1.0/1.23.
Claim 10
Dependent Claim
31 words
The interlayer of claim 7 wherein the polyester is selected from the group consisting of poly(1,4-butylene adipate) and poly(ethylene adipate) having molecular weights in the range of from 800 to 1200.
Claim 11
Dependent Claim
21 words
The interlayer of claim 7 wherein the chain extender is selected from the group consisting of 1,3-propane diol and 1,5-pentane diol.
Claim 12
Dependent Claim
139 words
A polyurethane interlayer for laminated safety glass consisting essentially of the polymerization reaction product of (1) a diisocyanate which is an isomeric mixture of 4,4''-methylenebis-(cyclohexylisocyanate); (2) a hydroxy terminated polyester having a melting point above 42*C. and a molecular weight in the range of from 800 to 1200 which is selected fRom the group consisting of poly(1,4-butylene adipate) and poly(ethylene adipate); and (3) a chain extender which is selected from the group consisting of 1,3-propane diol and 1,5-pentane diol; wherein the diisocyanate isomeric mixture has a trans-trans content of from 18 to 22 percent by weight, a cis-cis content of from 12 to 18 percent by weight and a cis-trans content of from 60 to 70 percent by weight; and wherein the ratio of diisocyanate/polyester/chain extender in the polyurethane interlayer is in the range of from 2.0/1.0/0.94 to 2.3/1.0/1.23.
Claim 13
Dependent Claim
139 words
A polyurethane interlayer for laminated safety glass consisting essentially of the polymerization reaction product of (1) a diisocyanate which is an isomeric mixture of 4,4''-methylenebis-(cyclohexylisocyanate); (2) a hydroxy terminated polyester having a melting point above 42*C. and a molecular weight in the range of from 800 to 1200 which is selected fRom the group consisting of poly(1,4-butylene adipate) and poly(ethylene adipate); and (3) a chain extender which is selected from the group consisting of 1,3-propane diol and 1,5-pentane diol; wherein the diisocyanate isomeric mixture has a trans-trans content of from 18 to 22 percent by weight, a cis-cis content of from 12 to 18 percent by weight and a cis-trans content of from 60 to 70 percent by weight; and wherein the ratio of diisocyanate/polyester/chain extender in the polyurethane interlayer is in the range of from 2.0/1.0/0.94 to 2.3/1.0/1.23.
References Cited (Backward Citations)
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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) | 1978-08-18 | 1979-02-17 | 1979-08-19 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1982-08-18 | 1983-02-17 | 1983-08-19 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1986-08-18 | 1987-02-17 | 1987-08-19 | $7700.00 | Window Closed / Lapsed |