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US3965057A Expired / Lapsed US ⏱️ 0.0 years remaining

Adhesion control for safety glass laminates via polyurethane composition

Assignee: PPG Industries Inc
•
Filing: 1975-02-19
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Granted: 1976-06-22
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Expires: 1995-02-19
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Abstract

Abstract An improved polyurethane composition useful as an interlayer for safety glass window applications such as bilayer motor vehicle windshields is disclosed. The polyurethane is specially formulated with an organic silane and an organic phosphorus acid to provide a controlled degree of adhesion to glass maintainable under a wide range Of humidity and temperature conditions, particularly higher temperature and humidity conditions, which are especially detrimental to the maintenance of adhesion. The controlled degree of adhesion between the polyurethane and the glass provides improved penetration resistance in glass-polyurethane safety glass laminates.

Inventors

  • 👤 Vernon G. Ammons
  • 👤 James C. Vanek

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-23 17:24
CPC Classifications
C; C08; C08G; C08G18/00; C08G18/06; C08G18/70; C08G18/72; C08G18/74; C08G18/75; C08G18/758; B; B32; B32B; B32B17/00; B32B17/06; B32B17/10; B32B17/10005; B32B17/1055; B32B17/10688; B32B17/1077; B32B17/10807; B32B17/10816; B32B17/10825; C08G18/28; C08G18/40; C08G18/42; C08G18/44; C08G18/65; C08G18/66; C08G18/6633; C08G18/6637; C08G18/664; Y; Y10; Y10T; Y10T428/00; Y10T428/26; Y10T428/269; Y10T428/31504; Y10T428/31551; Y10T428/31598; Y10T428/31601

Claims Analysis

Total Claims: 20
Claim 1
Independent Claim 292 words
A polyurethane composition comprising the reaction product of a polyisocyanate or a polythioisocyanate and a compound containing at least two groups which are reactive with the isocyanate or thioisocyanate groups; said polyurethane composition containing from about 0.01 to 0.30 percent by weight based on the weight of the polyurethane composition of an organic phosphorus acid selected from the class consisting of: ##EQU8## where R is an alkyl containing from 1 to 18 carbon atoms, alkyl, alkaryl, alkoxy, aryloxy or an alkaryloxy group and may be linked directly to the phosphorus atom or linked by means of an oxygen atom, m and p are integers of from 1 to 2 and m + p must equal 3, and from 0.05 to 0.5 percent by weight of an organo-functional silane having the structural formula: (R).sub.m -- Si -- (X).sub.n wherein m and n are whole integers of from 1 to 3 and m + n is equal to 4, wherein X is a group which can hydrolyze to yield a hydroxyl group and R is an organic moiety selected from the class consisting of alkyl groups containing from 1 to 5 carbon atoms, aryl, vinyl and epoxy-containing organic moieties present in amounts sufficient so as to control the degree of adhesion of the polyurethane composition, when in sheet form, to glass; the weight ratio of organic phosphorus acid to organo-functional silane being from about 0.05 to 0.80:1 inclusive; said polyurethane being characterized as having a degree of adhesion to glass of about 1 to 10 pounds per lineal inch when a sheet of said polyurethane is laminated to a sheet of glass, said degree of adhesion being maintained when the laminate is subjected to 100 percent humidity, and 120°F., for at least 5 days.
Claim 2
Dependent Claim 292 words
A polyurethane composition comprising the reaction product of a polyisocyanate or a polythioisocyanate and a compound containing at least two groups which are reactive with the isocyanate or thioisocyanate groups; said polyurethane composition containing from about 0.01 to 0.30 percent by weight based on the weight of the polyurethane composition of an organic phosphorus acid selected from the class consisting of: ##EQU8## where R is an alkyl containing from 1 to 18 carbon atoms, alkyl, alkaryl, alkoxy, aryloxy or an alkaryloxy group and may be linked directly to the phosphorus atom or linked by means of an oxygen atom, m and p are integers of from 1 to 2 and m + p must equal 3, and from 0.05 to 0.5 percent by weight of an organo-functional silane having the structural formula: (R).sub.m -- Si -- (X).sub.n wherein m and n are whole integers of from 1 to 3 and m + n is equal to 4, wherein X is a group which can hydrolyze to yield a hydroxyl group and R is an organic moiety selected from the class consisting of alkyl groups containing from 1 to 5 carbon atoms, aryl, vinyl and epoxy-containing organic moieties present in amounts sufficient so as to control the degree of adhesion of the polyurethane composition, when in sheet form, to glass; the weight ratio of organic phosphorus acid to organo-functional silane being from about 0.05 to 0.80:1 inclusive; said polyurethane being characterized as having a degree of adhesion to glass of about 1 to 10 pounds per lineal inch when a sheet of said polyurethane is laminated to a sheet of glass, said degree of adhesion being maintained when the laminate is subjected to 100 percent humidity, and 120°F., for at least 5 days.
Claim 3
Dependent Claim 21 words
The polyurethane composition of claim 1 in which the polyurethane is a reaction product of a polyisocyanate and an organic polyol.
Claim 4
Dependent Claim 14 words
The polyurethane composition of claim 2 in which the polyisocyanate is a cycloaliphatic diisocyanate.
Claim 5
Dependent Claim 14 words
The polyurethane composition of claim 3 in which the cycloaliphatic diisocyanate is 4,4'-methylene-bis-(cyclohexyl isocyanate).
Claim 6
Dependent Claim 30 words
The polyurethane composition of claim 2 in which the polyol is a long chain diol and is selected from the class consisting of polyether diols, polyester diols and poly(alkylenecarbonate) diols.
Claim 7
Dependent Claim 27 words
The polyurethane composition of claim 5 in which the long chain diol is poly(1,4-butylene adipate) diol having a number average molecular weight between 500 and 5000 inclusive.
Claim 8
Dependent Claim 26 words
The polyurethane composition of claim 5 in which the long chain diol is poly(1,6-hexylenecarbonate) diol having a number average molecular weight between 500 and 5000 inclusive.
Claim 9
Dependent Claim 50 words
The polyurethane composition of claim 2 in which the polyol is a mixture of a long chain diol selected from the class consisting of polyether diols, polyester diols and poly(alkylenecarbonate) diols having number average molecular weights between 500 and 5000 and an aliphatic diol having a molecular weight below 250.
Claim 10
Dependent Claim 13 words
The polyurethane composition of claim 8 in which the aliphatic diol is 1,4-butanediol.
Claim 11
Dependent Claim 17 words
The polyurethane composition of claim 1 in which the organic phosphorus acid is an organic acid phosphate.
Claim 12
Dependent Claim 28 words
The polyurethane of claim 10 in which the organic acid phosphate is an alkyl acid phosphate in which the alkyl group contains from 8 to 18 carbon atoms.
Claim 13
Dependent Claim 25 words
The polyurethane of claim 11 in which the alkyl acid phosphate is selected from the class consisting of lauryl acid phosphate and stearyl acid phosphate.
Claim 14
Dependent Claim 69 words
The polyurethane of claim 1 in which the organo-functional silane corresponds to the formula: (R) m -- Si -- (X) n where m equals 1 to 3, n equals 1 to 3 and m plus n equals 4, wherein X is a group which can hydrolyze to yield a hydroxyl group and R is selected from the class consisting of alkyl, aryl, vinyl, gamma-methacryloxypropyl, beta-(3,4-epoxy-cyclohexyl), mercaptopropyl, gamma-glycidoxypropyl, gamma-aminopropyl, N-beta-(aminoethyl-gamma-aminopropyl).
Claim 15
Dependent Claim 18 words
The polyurethane of claim 13 wherein X is selected from the class consisting of halo, alkoxy and acyloxy.
Claim 16
Dependent Claim 12 words
The polyurethane composition of claim 14 wherein the organo-functional silane is gamma-glycidoxy-propyltrimethoxysilane.
Claim 17
Dependent Claim 41 words
The polyurethane composition of claim 1 which contains about 0.03 to 0.20 percent by weight organic phosphorus acid and 0.15 to 0.3 percent by weight organo-functional silane, the percentage by weight being based on the total weight of the polyurethane composition.
Claim 18
Dependent Claim 27 words
The polyurethane composition of claim 16 in which the weight ratio of organic phosphorus acid to organo-functional silane is within the range of 0.15 to 0.65:1 inclusive.
Claim 19
Dependent Claim 9 words
The polyurethane composition of claim 1 in sheet form.
Claim 20
Dependent Claim 15 words
The polyurethane sheet of claim 18 which has a thickness of 5 to 120 mils.

References Cited (Backward Citations)

US3391054A Cited
US3468819A Cited
US3309261A Cited
US3806486A Cited
US3764457A Cited
US3791914A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1979-06-22 1979-12-22 1980-06-22 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1983-06-22 1983-12-22 1984-06-22 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1987-06-22 1987-12-22 1988-06-22 $7700.00 Window Closed / Lapsed

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