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US3936409A Expired / Lapsed US ⏱️ 0.0 years remaining

Urea-urethane compositions and films prepared therefrom

Assignee: Reichhold Chemicals Inc
•
Filing: 1971-08-02
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Granted: 1976-02-03
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Expires: 1991-08-02
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Abstract

Abstract Urethane prepolymer compositions are made from 1-isocyanato-3-isocyanatomethyl-3,5,5-trimethyl cyclohexane and polyols at a total NCO to OH ratio of at least 1.2:1, and the prepolymers are reacted with cycloaliphatic polyamines to give urea-urethanes. The urea-urethanes can be formed as films such as coatings on a substrate or as indpendent sheets or the urea-urethanes can be formed materials of greater thickness. The products exhibit good strength, high resistance to the discoloring effects of ultraviolet light, elastomeric and other desirable properties. Often the urea-urethane is prepared in solution but this may not be the procedure where the urethane prepolymer and polyamine are combined and more or less immediately placed in the desired form as a film or other article such as is done using a two component spray gun. The polyol component of the composition has as its major component aliphatic polyol having a molecular weight of at least about 500. The glycols, especialy the polyether glycols, are suitable polyol reactants. A variety of polyamines can be employed and cycloaliphatic diamines are preferred reactants. The prepolymers can contain about 1 to 15 weight percent of free isocyanate groups and the prepolymers are often of application viscosity, at least when in a solvent, even when derived from a polyol component containing a significant proportion of polyol having three or more hydroxyl groups and therefore exhibit cross-liking tendencies. Cured coatings made from the urea-urethanes exhibit outstanding resistance to the discoloring action of ultraviolet light rays and possess other desirable properties such as good adherence to substrates and excellent abrasion resistance and strength.

Inventors

  • 👤 Herbert M. Schroeder
  • 👤 Paul C. Stievater

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-06 05:13
CPC Classifications
C; C08; C08G; C08G18/00; C08G18/06; C08G18/70; C08G18/72; C08G18/74; C08G18/75; C08G18/751; C08G18/752; C08G18/753; C08G18/755; C08G18/08; C08G18/10

Claims Analysis

Total Claims: 17
Claim 1
Independent Claim 50 words
A urea-urethane composition of urethane prepolymer of 1-isocyanato-3-isocyanatomethyl-3,5,5-trimethyl cyclohexane and aliphatic, hydroxy-terminated polyester polyol having a molecular weight of at least about 500, and a substantially stoichiometric amount of cycloaliphatic polyamine, said urethane prepolymer having a free isocyanate content of about 1 to 15 weight percent based on urethane solids.
Claim 2
Dependent Claim 50 words
A urea-urethane composition of urethane prepolymer of 1-isocyanato-3-isocyanatomethyl-3,5,5-trimethyl cyclohexane and aliphatic, hydroxy-terminated polyester polyol having a molecular weight of at least about 500, and a substantially stoichiometric amount of cycloaliphatic polyamine, said urethane prepolymer having a free isocyanate content of about 1 to 15 weight percent based on urethane solids.
Claim 3
Dependent Claim 11 words
The composition of claim 1 in which the polyamine is diamine.
Claim 4
Dependent Claim 15 words
The composition of claim 2 in which the urea-urethane is dissolved in an inert solvent.
Claim 5
Dependent Claim 23 words
The composition of claim 3 in which the free isocyanate group content of the urethane prepolymer is about 3 to 7 weight percent.
Claim 6
Dependent Claim 22 words
The composition of claim 2 in which the diamine is selected from the group consisting of di-(amino-cyclohexyl) methane, diaminomethane and methylcyclohexyl diamine.
Claim 7
Dependent Claim 12 words
The composition of claim 2 in which the diamine is 1-amino-3-aminomethyl-3,5,5-trimethyl cyclohexane.
Claim 8
Dependent Claim 15 words
The composition of claim 6 in which the urea-urethane is dissolved in an inert solvent.
Claim 9
Dependent Claim 17 words
The composition of claim 3 in which the major portion of the solvent is dimethylformamide or N-methyl-2-pyrrolidone.
Claim 10
Dependent Claim 23 words
The composition of claim 8 in which the urethane prepolymer has a free isocyanate group content of about 3 to 7 weight percent.
Claim 11
Dependent Claim 9 words
A cured film of the composition of claim 1.
Claim 12
Dependent Claim 9 words
A cured film of the composition of claim 2.
Claim 13
Dependent Claim 9 words
A cured film of the composition of claim 4.
Claim 14
Dependent Claim 9 words
A cured film of the composition of claim 5.
Claim 15
Dependent Claim 9 words
A cured film of the composition of claim 6.
Claim 16
Dependent Claim 9 words
A cured film of the composition of cliam 9.
Claim 17
Dependent Claim 9 words
A cured film of the composition of cliam 9.

References Cited (Backward Citations)

US2929800A Cited
US2973333A Cited
US2999839A Cited
US3004945A Cited
US3248373A Cited
US3352830A Cited
US3401190A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1979-02-02 1979-08-04 1980-02-03 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1983-02-02 1983-08-04 1984-02-03 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1987-02-02 1987-08-04 1988-02-03 $7700.00 Window Closed / Lapsed

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